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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 641287Generated: October 27, 2026

Thionyl Chloride → 4-Benzyloxy-3-nitro-benzoyl chloride

https://huagongshe.com/reaction/641287

Reaction equation

Participants

RoleNameHCIDCharge
ReactantThionyl ChlorideHCID 24386—
Reactant4-(Benzyloxy)-3-nitrobenzoic acidHCID 16124725—
SolventTolueneHCID 1140—
SolventDimethylformamideHCID 6228—
Product4-Benzyloxy-3-nitro-benzoyl chlorideHCID 20454288—

Reaction Conditions

Temperature90 °C

Reaction Steps

A suspension of 4-benzyloxy-3-nitro-benzoic acid (36 g, 132 mmol) in toluene (1000 mL) and dimethylformamide (3 mL) was treated with thionyl chloride (47 g, 28.7 mL, 395 mmol) and stirred at 90° C. for 18 hours. The volatiles were evaporated completely and the residue dried under high vacuum. 4-Benzyloxy-3-nitro-benzoyl chloride thus obtained (37.5 g, 97%) was used crude in the following reaction.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07696200B2
Source datasetuspto-grants-2010_04
ORD IDord-3091d7500dd14af68c14ebc7061098c0
Source noteuspto-grants-2010_04