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-3ad5ea49dec14c8b820aff1feb992a31

Source dataset

uspto-grants-2011_03

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07906645B2