ITunes error -69 when syncing music to iPhone 6+

Windows 8.1, iTunes 12.0.1.26. Factory reset iPhone. Restored iPhone from known good backup. Now trying to get all my music onto the iPhone. iTunes stops in the middle of the sync with this message: "iTunes could not copy [track info] to [iPhone 6+] because an unknown error occurred (-69).
I factory reset iPhone after failure, tried again. iTunes still failed, reporting the same error, but in a different place during the sync.

I stopped using iCloud and started to sync everything to my MacBook Pro. I had also done a restore just to make sure it was being ungunked. Everything works perfectly now. I'm back to using my laptop iTunes for backing up my iPhone 4S

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ITunes (unknown error -54) when syncing music to iPhone 4s. Help!

I just got a 64 GB iPhone 4s and I'm having trouble syncing my music library. A few artist into syncing and get an error message saying a certain song could not sync (unknown error -54). Then the rest of my library does not sync to my iPhone. I deleted all the songs that made it into my iPhone and I tried syncing my library again. I got the same unknown error -54 message again but it's another song that won't sync. The funny thing is that the previous song that wouldn't sync made it into my iPhone. Because of that I think it's an iTunes problem and not the file. Please help! Very frustrating!

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Hey everyone, I have also been having this problem and have finally found a solution that is not quite what anyone else has posted yet.
I actually haven't seen the "Syncing Music to iphone" since the new ios update so im quite happy..
Here are the steps that I took to solve:
1. Turned off auto lock and password on iphone
2. After connecting iphone on the summary page the only three boxes I have checked are Automatically sync when iphone is connected, sync only checked songs and videos, manually manage music and videos
3. Now, click the On this iPhone tab. In the bottom right there are "setting" and "Autofill". Under "Settings" select replace all items when Autofilling. I also arbitrarily selected "reserve 1.12GB for disk use".
5. Then I clicked "Autofill" and selected Replace Songs.
6. Lastly I pressed "Sync" while I was still on the "On This iPhone" page.
7. I was actually about to leave the computer and then I saw something magical..."Syncing Music".....Holy Sh...!!!
Notes:On the iPhone: WiFi, Bluetooth, Cellular, personal Hotspot and VPN are all disabled. I use PC. I have about 5000 songs. I do not use Match.
Before today I was also having a disc space issue with a large block of "other". I deleted the music data from my iphone and that fixed that problem, however, the phone was still not syncing the majority (4800 of 5000) songs.
I do not pay for icloud storage, I have never restored my iphone
*I also do not have the "Sync Music" box checked under the Music tab, however, simply doing this did not solve the problem

Itunes keeps turning on 'sync music' to iphone

Everytime I plug my iPhone in to my computer, iTunes will by itself toggle on 'sync music'. When I untoggle it and go back and hand add songs to the phone, it starts a sync process again and low and behold the sync music button is toggled on again! And the songs that I've just added by hand are removed from the phone again.
I recently used the sync to be able to delate some songs that had auto-download to my phone when I upgraded it to iOS7. These songs weren't appearing on the list of music when I hooked my iphone up and I wasn't able to delete them striaght from the phone either. I turned the sync off as soon as I got the songs deleted so I could go back in and add only the small number of songs I wanted to be on my phone.
I'm really at wits end at this point. I'd stop plugging the phone into my computer if I could, but its my only means of charging at the moment. Anyone else have this problem?

Hey everyone, I have also been having this problem and have finally found a solution that is not quite what anyone else has posted yet.
I actually haven't seen the "Syncing Music to iphone" since the new ios update so im quite happy..
Here are the steps that I took to solve:
1. Turned off auto lock and password on iphone
2. After connecting iphone on the summary page the only three boxes I have checked are Automatically sync when iphone is connected, sync only checked songs and videos, manually manage music and videos
3. Now, click the On this iPhone tab. In the bottom right there are "setting" and "Autofill". Under "Settings" select replace all items when Autofilling. I also arbitrarily selected "reserve 1.12GB for disk use".
5. Then I clicked "Autofill" and selected Replace Songs.
6. Lastly I pressed "Sync" while I was still on the "On This iPhone" page.
7. I was actually about to leave the computer and then I saw something magical..."Syncing Music".....Holy Sh...!!!
Notes:On the iPhone: WiFi, Bluetooth, Cellular, personal Hotspot and VPN are all disabled. I use PC. I have about 5000 songs. I do not use Match.
Before today I was also having a disc space issue with a large block of "other". I deleted the music data from my iphone and that fixed that problem, however, the phone was still not syncing the majority (4800 of 5000) songs.
I do not pay for icloud storage, I have never restored my iphone
*I also do not have the "Sync Music" box checked under the Music tab, however, simply doing this did not solve the problem

Error when syncing music with iphone 3g and itunes

Does anyone know how to fix the "unknown error -69" when trying to sync iphone 3g and itunes. I have plenty of memory but certain songs will error and then all others after that one errors. So annoying can any one help?

A couple of things that might help out.
Open computer management by clicking on start and right clicking on my computer, then choose manage.
When the computer management window opens, expand services and applications on the left.
Click on services and see if Apple Mobile Device is running on the right.
If it is not running, or is not set to automatic, try starting it.
Also if apple mobile devise is not installed or will not start, this article might help out uninstalling and reinstalling itunes.
http://support.apple.com/kb/HT1926?viewlocale=en_US
If the apple mobile device is installed and will just not start, try uninstalling your security software.
Once uninstalled, restart your computer.
Once the computer is restarted, open computer management to see if apple mobile device will start.
Hope this helps.

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Carolyn Samit wrote:
Try here..
iOS: Resolving update and restore alert messages including 50.
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Launch the Console application in any of the following ways:
☞ Enter the first few letters of its name into a Spotlight search. Select it in the results (it should be at the top.)
☞ In the Finder, select Go ▹ Utilities from the menu bar, or press the key combination shift-command-U. The application is in the folder that opens.
☞ Open LaunchPad. Click Utilities, then Console in the icon grid.
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SYSTEM LOG QUERIES ▹ All Messages
from the log list on the left. If you don't see that list, select
View ▹ Show Log List
from the menu bar at the top of the screen.Click the Clear Display icon in the toolbar. Then try the action that you're having trouble with again. Select any messages that appear in the Console window. Copy them to the Clipboard by pressing the key combination command-C. Paste into a reply to this message by pressing command-V.
The log contains a vast amount of information, almost all of which is irrelevant to solving any particular problem. When posting a log extract, be selective. A few dozen lines are almost always more than enough.
Please don't indiscriminately dump thousands of lines from the log into this discussion.
Please don't post screenshots of log messages—post the text.
Some private information, such as your name, may appear in the log. Anonymize before posting.

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Please Click on the 'Print Screen' for better view.

ITunes gives unknown error (-50) when syncing songs with iPhone

I recently ripped a few mp3 files to my library and started up iTunes to sync them with my iPhone. If I recall correctly, this prompted me to upgrade to 9.2 of iTunes.
Everything synced perfectly - apps, photos, excpet for the new songs I had ripped - I got the unknown error (-50) syncing the new songs. This puzzled me as I followed the exact same process as I had when ripping all the other songs in the library.
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ITunes error message when syncing iPhone 5 w/MacBook Pro

I have been syncing my iPhone 5 (32GB) with my MacBook Pro for 2.5 years and still had about 2-3GB empty (I know, should allow more free space). Suddenly, having added nothing except maybe a couple new events in Calendar, I'm getting an iTunes message when I try to sync saying that it cannot sync as there isn't enough memory -- with a note in parentheses that an additional 13+GB are needed). I thought I'd seen this addressed here before, but in searching for an answer, I wasn't able to pull anything up.
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I'm having the same problem, except I used to have 12 GB of music on my iPhone that is now gone, and the same disc space now says "Other", but there is no music on the iPod. I've tried the 5 R's, is it a glitch? I didn't have this problem until I updated yesterday. Everytime I sync, it tells me there is not enough space to download the music. What is the "Other" category? I can't find any info on it at all. Also, I am NOT a computer guru, I'm a nurse, so be gentle!

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Help!!!

Went to: iTunes > Help > Run Diagnostics.
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>>>
Microsoft Windows Vista Home Premium Edition Service Pack 2 (Build 6002)
HP-Pavilion GX613AA-ABA a6300f
iTunes 10.5.3.3
QuickTime 7.7.1
FairPlay 1.13.37
Apple Application Support 2.1.6
iPod Updater Library 10.0d2
CD Driver 2.2.0.1
CD Driver DLL 2.1.1.1
Apple Mobile Device 4.0.0.97
Apple Mobile Device Driver 1.57.0.0
Bonjour 3.0.0.10 (333.10)
Gracenote SDK 1.9.5.502
Gracenote MusicID 1.9.5.115
Gracenote Submit 1.9.5.143
Gracenote DSP 1.9.5.45
iTunes Serial Number 002CB1640CDDE2E8
Current user is not an administrator.
The current local date and time is 2012-01-28 11:05:32.
iTunes is not running in safe mode.
WebKit accelerated compositing is enabled.
HDCP is not supported.
Core Media is supported.
Video Display Information
NVIDIA, NVIDIA GeForce 7100 / NVIDIA nForce 630i
**** External Plug-ins Information ****
No external plug-ins installed.
**** Device Connectivity Tests ****
iPodService 10.5.3.3 is currently running.
iTunesHelper 10.5.3.3 is currently running.
Apple Mobile Device service 3.3.0.0 is currently running.
Universal Serial Bus Controllers:
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Standard OpenHCD USB Host Controller. Device is working properly.
FireWire (IEEE 1394) Host Controllers:
VIA OHCI Compliant IEEE 1394 Host Controller. Device is working properly.
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Serial Number: C3LG97EUDCP9
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Sync tests completed successfully. <<<<<
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ITunes 12 crashes when syncing apps with iPhone 4

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When I try to sync my iPhone 4 apps with iTunes 12, iTunes crashes and leaves ghost icons on my phone. This did not happen on the previous version of iTunes. If I make the app versions identical in iTunes and the iPhone it will go through the rest of the sync process,eg adding songs ect. I have tried all the normal fault finding stuff like reinstalling and factory resetting phone with no joy. Can someone from Apple please confirm this is a known issue and if it is likely to be addressed?
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I thought that would be the response when a iPhone model is not supported any more, thanks Apple

ITunes error -69 when syncing music to iPhone 6+

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