Jtdylktuy

This seems to happen when a shortcut points to an object identifier rather than a directory path.

You can tell if this is the case because the target in the shortcut properties is something like {0AFACED1-E828-11D1-9187-B532F1E9575D} instead of a directory path.

If you want to create a shortcut to something in C:WindowsSystem32, create the shortcut directly off an item in that folder, rather than trying to create it from an existing shortcut on the start menu.

It seems as though the "run as administrator" context menu option and/or shortcut checkbox are unavailable for batch files/scripts.
This was answered for PowerShell here:
How to run script as administrator?

I don't have an answer yet for running a common batch file.

The fix is to create a shortcut to the executable that needs to be run as admin (if you want to workaround the ugly code for invoking the UAC prompt). After creating the new shortcut, right-click on it and select Properties, then click the Shortcut tab, then the Advanced... button and finally check the Run as Administrator checkbox.

It works if you add the executable to the shortcut target.
For example:

Right-click on the shortcut and change the target from:

C:Scriptshelloworld.js

to

wscript.exe C:Scriptshelloworld.js

(or)

cscript.exe C:Scriptshelloworld.js

Then the Run as Administrator checkbox is activated in properties.

I had the problem with a python script:
I needed to add in the target:
"C:Users......Python36python.exe" "C:Users......test.py"

All the glory to Ramesh Srinivasan

BrianD gave the best answer and Ross in How to run script as administrator? explained it:

Instead of using the compatibility tab (where the option is greyed out
) use the Advanced button on the Shortcut Tab

This is valid for Windows7 at least.

I had this issues on a Windows Server 2008 R2 SP1 system when running shortcuts to run batch files/VBScripts to sync and eject USB disks, or to shutdown Hyper-V systems in preparation for staff to reboot the server cleanly.

Found when I right-clicked the icon, selected properties, then selected the Advanced button next to Change Icon. Select the Run As Administrator option then Save. If UAC is enabled, it will still ask for permission to run, but it will now run properly.

My icon was copied to the quick launch bar. The option to run as administrator was greyed out. So I started again and I deleted the shortcut i had previously tried to set.

This is how i solved the issue.

Opened my start menu, found the icon I wanted, properties, open file location.
(This opened the file location of the shortcut from my start menu - perfect).

Now I selected the shortcut icon and copied it.

I then right click on my quick launch bar, "Open Folder" and pasted a copy of my shortcut there.

Now I have access to set it to run as administrator.