Aluminium lithium hydride → (Bicyclo(4.1.0)heptan-3-yl)methanol

Temperature

0 °C

To a mixture of lithium aluminum hydride (0.74 g, 19.50 mmol) in anhydrous diethyl ether (11 mL) was added a solution of methyl bicyclo[4.1.0]heptane-3-carboxylate (1.00 g, 6.50 mmol) in anhydrous diethyl ether (4.6 mL) at 0° C. The resulting mixture stirred at 0° C. for 0.5 hour. The mixture was slowly quenched with water (1 mL) at 0° C. and warmed to ambient temperature. The mixture was filtered through diatomaceous earth and washed with diethyl ether. The filtrate was concentrated in vacuo to afford the title compound as colorless oil (0.70 g, 85%): MS (ES+) m/z 127.0 (M+1).

1. customThe mixture was slowly quenched with water (1 mL) at 0° C.
2. temperaturewarmed to ambient temperature
3. filtrationThe mixture was filtered through diatomaceous earth
4. washwashed with diethyl ether
5. concentrationThe filtrate was concentrated in vacuo

ORD record

ord-022ea369366a4255a999e79e801a36bc

Source dataset

uspto-grants-2015_02

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08952169B2