Water → HCID 59411603, compound

Participants

Reaction Conditions

Reaction Steps

To a cold (0° C.) solution of (1R,3aS,3bS,6aR)-5-methyl-1-phenyl-hexahydro-2-oxa-7a-aza-cyclopenta[a]pentalen-7-one (470 mg) in anh. THF (7 mL) was added LAH (160 mg, 2.3 eq) in small portion. The mixture then refluxed for 6 h before cooled to 0° C. To the reaction mixture were carefully added water (0.3 mL), aqueous NaOH solution (15%) (0.9 mL) and water (0.3 mL). The resulting solid was removed by filtration and the filtrate was concentrated in to yield a crude oil. FC (DCM/MeOH: 97/3 to 93/7) gave the title compound as a colourless oil.

Provenance & Evidence