I agree with dan to try to use acetyl chloride of TMS chloride (both give easily distillable products from hydrolysis). Or just buy it, it really isn't expensive, especially if you factor in the cost of labor to try to make it yourself. Your calcium chloride idea seems like it would be a mess trying to get the calcium chloride out. You are gonna need A LOT because you aren't just drying wet solvent, you are using it to remove bulk water. The CaCl2 is gonna be this awful glop to work with after it absorbs that much water.