ethyl 1-benzylpiperidine-3-carboxylate → (1-Benzylpiperidin-3-yl)methanol

Temperature

5 °C

To a solution of ethyl 1-benzylpiperidine-3-carboxylate (1.0 g) in tetrahydrofuran (10 mL) at 5° C. under argon was added a 1M solution of lithium aluminium hydride (4.04 mL) dropwise. The mixture was stirred for 1 hour at 5° C. and then quenched by the dropwise addition of ethyl acetate (5 mL). The mixture was warmed to room temperature and dichloromethane (150 mL) was added followed by saturated aqueous sodium potassium tartrate (50 mL). The mixture was stirred vigorously overnight. The layers were separated and the organic layer was dried over magnesium sulfate and evaporated to give the title compound as a colourless oil (0.82 g, 99%).

1. customquenched by the dropwise addition of ethyl acetate (5 mL)
2. temperatureThe mixture was warmed to room temperature
3. additiondichloromethane (150 mL) was added
4. stirringThe mixture was stirred vigorously overnight
5. customThe layers were separated
6. dry with materialthe organic layer was dried over magnesium sulfate
7. customevaporated

ORD record

ord-b825fd0aa3d8434ea4ac158e4cc9434c

Source dataset

uspto-grants-2014_04

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08710224B2