I don't know if this will help but........

Across the river in Vancouver in the 1820's-60's there was a British owned fort (Fort Vancouver) which employed many Scottish and gaelic speakers. The Head Factor??? of the fort was named John McLoughlin who later moved to Oregon City after the British sold the fort to the Americans.
The good thing about Fort Vancouver is that it was a Hudsons Bay Company post. HBC still exists today and a surprising amount of their records still survive....It might be worth a look.

John McLoughlin's house in Oregon City is located just down the street from The Highland Still House. I would like to think that he would have regularly enjoyed a dram or 2 there :-)