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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2169120Generated: November 3, 2026

Methanol → Methyl 2-(benzyloxy)acetate

https://huagongshe.com/reaction/2169120

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantThionyl ChlorideHCID 24386—
Reactant(Benzyloxy)acetic acidHCID 290301—
ProductMethyl 2-(benzyloxy)acetateHCID 11745225—

Reaction Conditions

Temperature0 °C

Reaction Steps

To a stirred solution of benzyloxy-acetic acid (5 g, 30.12 mmol) in methanol (100 mL) was added SOCl2 (2.66 mL, 35.8 mmol) at 0° C. The mixture was stirred for 30 min at 0° C., finally at room temperature for 2.5 h. After completion of the reaction, the solvent was evaporated and the reaction mixture was diluted with ethyl acetate and washed with saturated aqueous sodium bicarbonate solution. The separated organic part was dried over sodium sulfate and concentrated under reduced pressure to get benzyloxy-acetic acid methyl ester (3) as a crude colorless oil (4.98 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09045486B2
Source datasetuspto-grants-2015_06
ORD IDord-cfd584c2b2b4476781d71d080118eb18
Source noteuspto-grants-2015_06