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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2172939Generated: October 29, 2026

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

https://huagongshe.com/reaction/2172939

Reaction equation

Participants

RoleNameHCIDCharge
ReactantOxalyl chlorideHCID 65578—
Reactant2-{4-[(Tert-butyldimethylsilyl)oxy]phenyl}acetic acidHCID 610618—
CatalystDimethylformamideHCID 6228—
SolventDichloromethaneHCID 6344—
Product2-[4-(Tert-butyldimethylsilyloxy)phenyl]acetyl chlorideHCID 12188707—

Reaction Steps

Under an argon atmosphere, to a solution of 2-[4-(tert-butyldimethylsilyloxy)phenyl]acetic acid (9) (170 mg, 638 μmol) in CH2Cl2 (5 mL) was added DMF (1 drop) by a Pasteur pipette at room temperature. To this was added oxalyl dichloride (110 μL, 1.30 mmol) at 0° C. and the mixture was stirred for 30 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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09056840B2
Source datasetuspto-grants-2015_06
ORD IDord-062edf73fc2f42df8bd5336baeb183be
Source noteuspto-grants-2015_06