Reaction #49263

Reaction equation

1-(tert-Butoxycarbonyl)-4-piperidinone

hydrogen chloride methanol

diisopropyl ether

→

4,4-dimethoxypiperidine hydrochloride

Yield 65.0%

Solvents

methanol

Conditions

Workup

1. 1
   Filtrationthe precipitated solid was collected by filtration
2. 2
   Washwashed with diisopropyl ether
3. 3
   Otherdried under reduced pressure

Procedure

1-(tert-Butoxycarbonyl)-4-piperidinone (400 mg, 2.01 mmol) was dissolved in methanol (4 mL), and the solution was added with 10% hydrogen chloride-methanol solution (4 mL), followed by stirring at 50° C. for 2 hours. The reaction mixture was added with diisopropyl ether and the precipitated solid was collected by filtration, washed with diisopropyl ether and then dried under reduced pressure to obtain 4,4-dimethoxypiperidine hydrochloride (238 mg, yield 65%).

Source