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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2373813Generated: October 25, 2026

Dimethylformamide → Methyl 5-bromo-3-chloro-2-methoxybenzoate

https://huagongshe.com/reaction/2373813

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantMethyl iodideHCID 6328—
ReactantCesium carbonateHCID 10796—
Reactant5-Bromo-3-chloro-2-hydroxybenzoic acidHCID 224466—
SolventEthyl AcetateHCID 8857—
ProductMethyl 5-bromo-3-chloro-2-methoxybenzoateHCID 11346502—

Reaction Conditions

Temperature50 °C

Reaction Steps

Methyl Iodide (3.83 g, 27.04 mmol) was added to a solution of 5-Bromo-3-chloro-2-hydroxy-benzoic acid (1.7 g, 6.76 mmol) and Cs2CO3 (4.83 g, 14.86 mmol) in DMF (10 mL) and heated at 50° C. for 12 h. The reaction mixture was diluted with EtOAc (30 mL) and filtered over celite pad. Filtrate was washed with water, brine and dried over Na2SO4. Solvent was removed and the residue was purified by silicagel column chromagography to get pure 5-Bromo-3-chloro-2-methoxy-benzoic acid methyl ester (1.56 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07459472B2
Source datasetuspto-grants-2008_12
ORD IDord-e27353a443814b7a852a99f1ea55a863
Source noteuspto-grants-2008_12