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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 7423Generated: October 25, 2026

Triethylamine → 5-(Chloromethyl)-2,3-dihydro-1-benzofuran

https://huagongshe.com/reaction/7423

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantMethanesulfonyl chlorideHCID 31297—
Reactant(2,3-Dihydro-1-benzofuran-5-yl)methanolHCID 2776158—
SolventDichloromethaneHCID 6344—
Product5-(Chloromethyl)-2,3-dihydro-1-benzofuranHCID 11789614100%

Reaction Steps

To a solution of (2,3-dihydrobenzo[b]furan-5-yl)methanol (1.5 g, 10 mmol) in dichloromethane (10 mL) were added under ice-cooling triethylamine (1.67 mL, 12 mmol) and methanesulfonyl chloride (0.85 mL, 10 mmol) and the mixture was stirred at room temperature for 1 h. The solvent was evaporated under reduced pressure and the obtained residue was dissolved in ethyl acetate. The organic layer was washed with saturated brine and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure to give an almost pure title compound (1.6 g, 100%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07087597B1
Source datasetuspto-grants-2006_08
ORD IDord-481ec1a85eb24912b47c7efbb63a5f15
Source noteuspto-grants-2006_08