3-(benzyloxy)cyclopentanone → HCID 57767810, compound

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Reaction Steps

Methylmagnesium bromide (4.8 mL, 1.4 M solution in toluene/tetrahydrofurane 3:1) is added dropwise under argon to a solution of 3-(benzyloxy)cyclopentanone (420 mg) in tetrahydrofurane (10 mL) at −78° C. The mixture is stirred for 12 hours while warming to room temperature and partitioned between 1 M aqueous HCl solution and ethyl acetate. The aqueous phase is extracted with ethyl acetate. The combined organic phases are washed with brine and dried (MgSO4). The solvents are evaporated in vacuo to give the title compound. Yield: 400 mg; LC (method 7): tR=0.93 min; Mass spectrum (ESI+): m/z=229 [M+Na]+.

Provenance & Evidence