How can I clear space on the hard drive?

I am unable to update to Yosemite. Everytime I try, it tells me that there's not enough memory. I've tried deleting files from the startup disc, but some are unfamiliar to me so I'm afraid to delete them for fear of taking out a file the computer needs to run. It looks like I could delete Safari Web Content, however I cannot find any way to do this.

Go step by step and test.
1. Start up in Safe Mode.
    http://support.apple.com/kb/PH11212
2. Empty Trash.
   http://support.apple.com/kb/PH13806
3. Disk space / Time Machine ?/ Local Snapshots
  Local backups
   http://support.apple.com/kb/ht4878
4. Delete old iOS Devices Backup.
    iTunes > Preferences > Devices
    Highlight the old Backups , press “Delete Backup” and then “OK”.
    http://support.apple.com/kb/HT4946?viewlocale=en_US&locale=en_US
5. Re-index Macintosh HD.
    This will take a while. Wait until it is finished.
   System Preferences > Spotlight > Privacy
   http://support.apple.com/kb/ht2409
6.Try OmniDiskSweeper. This will give the storage size details of the items.
       https://www.omnigroup.com/more
   Select Macintosh HD and click  “Sweep Selected Drive” at the bottom.
   Delete the files yo don’t want to keep.
   Be careful. Delete only the files that can be safely be deleted.
   https://www.omnigroup.com/more
7. Move iTunes, iPhoto and iMovie media folders to an external drive.
iTunes
http://support.apple.com/en-us/HT201562
iPhoto
http://support.apple.com/kb/PH2506
iMovie
http://support.apple.com/kb/ph2289

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