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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1049922Generated: October 30, 2026

Triethylamine → HCID 60769583, compound

https://huagongshe.com/reaction/1049922

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantMethanamine, N-methoxy-, hydrochloride (1:1)HCID 81138—
Reactant3-Bromo-5-fluorobenzoic acidHCID 2773339—
SolventDichloromethaneHCID 6344—
SolventThionyl ChlorideHCID 24386—
ProductHCID 60769583HCID 6076958395%

Reaction Steps

A solution of 3-bromo-5-fluorobenzoic acid (commercially available) (10.0 g, 45.7 mmol) in thionyl chloride (80 mL) was heated at reflux for 2 hours. Thionyl chloride was removed under reduced pressure and the residue was added to solution of N,O-dimethylhydroxylamine hydrochloride (5.32 g, 54.8 mmol) and Et3N (10.1 g, 0.1 mol) in DCM (300 mL) dropwise at 0° C. After the reaction mixture was stirred at r.t. overnight, it was washed with water (3×100 mL), brine, dried over anhydrous Na2SO4 and concentrated. The colorless oil was used in next step without further purification (11.0 g, yield: 95%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09382241B2
Source datasetuspto-grants-2016_07
ORD IDord-900b1f9fbe534284b54d9e8e67bd9914
Source noteuspto-grants-2016_07