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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2069922Generated: October 30, 2026

Dimethylformamide → 5-Bromo-3-formyl-4-methoxybenzoyl chloride

https://huagongshe.com/reaction/2069922

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantOxalyl chlorideHCID 65578—
Reactant5-Bromo-3-formyl-4-methoxybenzoic acidHCID 86607693—
SolventTetrahydrofuranHCID 8028—
Product5-Bromo-3-formyl-4-methoxybenzoyl chlorideHCID 8660769298.1%

Reaction Steps

5-Bromo-3-formyl-4-methoxybenzoic acid (480 mg, 1.84 mmol) was dissolved in anhydrous tetrahydrofuran (20 mL) and the solution was flushed with dry nitrogen for 5 minutes. Oxalyl chloride (1.2 mL, 2.4 mmol, 1.3 eq) was added slowly to the solution while vigorous stirring and then a catalytic amount of dry dimethylformamide was added. The mixture was stirred for 1 hour and then concentrated by rotary evaporation and dried on high vacuum to give 5-bromo-3-formyl-4-methoxybenzoyl chloride (501 mg) as yellow crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08299110B2
Source datasetuspto-grants-2012_10
ORD IDord-eb870734b13d4a2b8530856d759ec8f0
Source noteuspto-grants-2012_10