Reaction #1869177

Reaction equation

4-piperidone hydrochloride monohydrate

benzyloxycarbonyl chloride

hydrochloric acid

→

title compound

Yield 100.3%

N-benzyloxycarbonyl-4-piperidone

Yield 100.3%

Solvents

sodium hydroxide

—

aqueous solution

Conditions

Workup

1. 1
   Extractionthe aqueous solution was extracted three times with ethyl acetate
2. 2
   WashThe organic layer was washed with a saturated aqueous solution of sodium bicarbonate
3. 3
   Dryinga saturated aqueous solution of sodium chloride subsequently, dried over anhydrous magnesium sulfate
4. 4
   Concentrationconcentrated

Procedure

A 4-piperidone hydrochloride monohydrate (15.3 g) was dissolved in 2N aqueous solution of sodium hydroxide (100 mL). To the solution was added a benzyloxycarbonyl chloride (20.4 g) at 0° C. The mixture was stirred for 1 hour. The reaction mixture was neutralized with 2N hydrochloric acid, and the aqueous solution was extracted three times with ethyl acetate. The organic layer was washed with a saturated aqueous solution of sodium bicarbonate and a saturated aqueous solution of sodium chloride subsequently, dried over anhydrous magnesium sulfate and concentrated to give the title compound (23.3 g) having the following physical data.

Source