Oxalyl chloride → 2-[4-(Tert-butyldimethylsilyloxy)phenyl]acetyl chloride

Participants

Reaction Steps

Under an argon atmosphere, to a solution of 2-[4-(tert-butyldimethylsilyloxy)phenyl]acetic acid (9) (1.65 g, 6.19 mmol) in CH2Cl2 (10 mL) was added DMF (3 drops) by a Pasteur pipette at room temperature. To this was added oxalyl dichloride (1.05 mL, 12.4 mmol) at 0° C. and the mixture was stirred for 40 minutes while elevating to room temperature. The mixture was concentrated under reduced pressure to give crude 2-[4-(tert-butyldimethylsilyloxy)phenyl]acetyl chloride (10) as a colorless oil, which was used in the following reaction without further purification.

Provenance & Evidence