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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1625280Generated: October 31, 2026

Methyl 3-(bromomethyl)-2-benzofurancarboxylate → Methyl 3-dimethylaminomethylbenzofuran-2-carboxylate

https://huagongshe.com/reaction/1625280

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl 3-(bromomethyl)-2-benzofurancarboxylateHCID 100838—
ReactantDimethylamine tetrahydrofuranHCID 22320367—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
ProductMethyl 3-dimethylaminomethylbenzofuran-2-carboxylateHCID 5971096356.2%

Reaction Steps

3-Bromomethylbenzofuran-2-carboxylic acid methyl ester (269 mg, 1 mmol) was dissolved in anhydrous DMF and added 2M dimethylamine/THF solution (1.5 ml, 3 mmol). After 1-2 h, the reaction was diluted with EtOAc and washed twice with saturated NaHCO3 (aq.) and brine. The organic extract over was dried over Na2SO4 and then concentrated in vacuo. The crude was purified on a silica gel column (5% MeOH in dichloromethane) to give 3-dimethylaminomethylbenzofuran-2-carboxylic acid methyl ester (131 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08779171B2
Source datasetuspto-grants-2014_07
ORD IDord-7c3963e376f54b0dbc449533d5ff9900
Source noteuspto-grants-2014_07