Pentenone → 4-Methyl-5-(trimethylsilyl)pentan-2-one

Participants

Reaction Steps

A solution of 8.00 g pent-3-en-2-one in 50 mL dry diethyl ether was dropped to a solution of 73.5 mL of chloro[(trimethylsilyl)methyl]magnesium (1.0M in diethyl ether) and 955 mg of CuBr at −5° C. under Argon. The mixture was stirred for 1 hour at room temperature. An aqueous work-up followed by silica gel chromatography yielded 5.20 g (43%) of a colourless oil.

Provenance & Evidence