Reaction #71975

Reaction equation

tert-butyl 3-(2-fluoroethoxy)-4,4-dimethoxypiperidine-1-carboxylate

tert-Butyl 3-(2-fluoroethoxy)-4,4-dimethoxypiperidine-1-carboxylate

di-tert-butyl dicarbonate

→

title compound

Yield 97.5%

tert-Butyl 3-(2-fluoroethoxy)-4-oxopiperidine-1-carboxylate

Yield 97.5%

Solvents

water TFA

Conditions

Workup

1. 1
   OtherThe resulting residue was purified by silica gel column chromatography (elution solvent: hexane/ethyl acetate=10/1, 5/1, 2/1, 1/1)

Procedure

The same operation as in Example (90b) was performed using tert-butyl 3-(2-fluoroethoxy)-4,4-dimethoxypiperidine-1-carboxylate obtained in Example (123a) (6.5 g, 21.2 mmol), a water/TFA mixed solution (1/1, 20 mL) and di-tert-butyl dicarbonate (6.54 g, 30 mol). The resulting residue was purified by silica gel column chromatography (elution solvent: hexane/ethyl acetate=10/1, 5/1, 2/1, 1/1) to obtain 5.4 g of the title compound as a light brown oily substance (98%).

Source