Thank you everyone for your help. I ended up having the tolerance on the vac side a smidge too tight and had to cut the fitting off. Additionally, I decided to attach to the inner ring of the planer (it has 2 rings) because it was wasting filament to go around the bigger size. Because I messed up the original model so much, I started over taking the advice given here. My workflow was:
did all work in 1 plane as suggested
Do a canvas with a pic I took with calibers
calibrated the picture
ID of vac hose
OD of vac hose
OD or vac hose ring
rotate sketches 90 deg facing north
extrude to component, then I cut the excess
then I crated planer
OD planer ring
ID planer ring
rotate 90 deg facing west
extrude to component
then I did a 3 point arc connecting the center points of the circles
then I did a surface loft using the outer edge of each adapter, centerline following arc
then I did an analysis to break it into half (didn't even know you could do this and it was awesome)
then I thickened
I think I got everything right, trying to print the whole thing (like 4.5 hours)
Some questions:
Why do the center points of the circles disappear? I had a hell of a time getting the arc to eventually attach, but I think it was more luck than anything else. Also, I wasn't sure how constraints would have helped, can someone tell me how they interact? Did I miss anything in the workflow?
Again, thank you all for all of your help.