Ken,
Thanks for posting the map,I will try to answer your Questions? First Stonewall and Cochran Academy did not exist at the time of the Civil war.So they came later.
Robert L- First build his station and home at the Clear Boggy and Bois-d-Arc creek (abt 1852),he in 1858 and just after he became the postmaster,moved 1 and 1/2miles north and started the now town of Frisco.This also at the time that all of the Over-land Mail routes where Est.He was killed in the early part of 1864.The Frisco P.O. remained until 1869.-Void-Stonewall P.O. Est.1874 near railroad time.
The Cochran cemetary is marked by a pipe fence and is close to the location of the original Cochran trading post. After the Civil War his (Newphew) William L Cochran moved the station 6 miles to the East and the town of Stonewall was formed-(likely 1865 and due to it being burned at the time of the Civil War at Frisco in 1864) William really was the one,who named the town of Stonewall but was due to his Uncle Robert who was remembered for talking to anyone who would listen to all of his stories about "Old" Stonewall Jackson.Thats about all I have on him?

William L Cochran became mayor of Stonewall and likely formed Cochran Academy after the town was build.
I'mm not sure if this was at the time of the Boggy fight or not but it sure looks like it? The term Ft Arbuckle is confussing.
From Edwards on the S Canadian and directly south is this Cochran station. But using that term for direction has differant meanings:
Ft Arbuckle-Did he mean the Old Ft Arbuckle meaning West?
Ft Arbuckle- did he mean the New Ft Arbuckle meaning South?
Leavenworth road that Lt Averill took to New Ft Arbuckle.
Ft Arbuckle- did he mean the road of Ft Arbuckle from Perryville to old Ft Arbuckle-meaning S.E OR S OR S.W. ?
I think he croosed now Coal creek on the Arbuckle road going to Perryville and went ABT 15 south of Perryville and was at the Middle Boggy? GOOD LUCK.--Danny K