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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1055568Generated: October 26, 2026

5-Bromo-2-chlorobenzoyl chloride → (5-Bromo-2-chloro-phenyl)-(2,3-difluoro-4-methoxy-phenyl)methanone

https://huagongshe.com/reaction/1055568

Reaction equation

Participants

RoleNameHCIDCharge
Reactant5-Bromo-2-chlorobenzoyl chlorideHCID 2756871—
Reactant2,3-DifluoroanisoleHCID 2769344—
ReactantAluminum(III) ChlorideHCID 6451240—
SolventDichloromethaneHCID 6344—
Product(5-Bromo-2-chloro-phenyl)-(2,3-difluoro-4-methoxy-phenyl)methanoneHCID 89576925111.5%

Reaction Conditions

Temperature0 °C

Reaction Steps

To a solution of 5-bromo-2-chlorobenzoyl chloride 21d (3.4 g, 13.4 mmol) and 1,2-difluoro-3-methoxybenzene 21b (2.4 g, 16.7 mmol) in dichloromethane (40 mL) was added anhydrous aluminium chloride (1.82 g, 13 mmol) at 0° C. The mixture was stirred at 0° C. for 16 hours. Then the reaction mixture was quenched with hydrochloric acid (4 mL, 2 M) and warmed up to room temperature. The mixture was extracted with dichloromethane (40 mL×4). The combined organic layers were dried over anhydrous sodium sulfate and filtered. The filtrate was concentrated in vacuo to give the title compound 21e as yellow liquid (5.4 g, 96.4%). This material was not further purified.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09394329B2
Source datasetuspto-grants-2016_07
ORD IDord-935e289b33e64f96ac2b6a4d5488c475
Source noteuspto-grants-2016_07