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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1699852Generated: November 2, 2026

Water → 3-((2,4-Dichlorophenyl)hydroxymethyl)-5-(methoxycarbonyl)-2-methylbenzo[b]thiophene

https://huagongshe.com/reaction/1699852

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantSodium borohydrideHCID 4311764—
Reactant3-(2,4-Dichlorobenzoyl)-5-(methoxycarbonyl)-2-methylbenzo[b]thiopheneHCID 22387763—
SolventMethanolHCID 887—
SolventTetrahydrofuranHCID 8028—
Product3-((2,4-Dichlorophenyl)hydroxymethyl)-5-(methoxycarbonyl)-2-methylbenzo[b]thiopheneHCID 2238783596.3%

Reaction Steps

3-(2,4-Dichlorobenzoyl)-5-(methoxycarbonyl)-2-methylbenzo[b]-thiophene (600 mg, 1.58 mmol) was dissolved in a mixed solvent of tetrahydrofuran (10 ml) and methanol (1 ml), and sodium borohydride (72 mg, 1.9 mmol) was added thereto under ice-cooling. The mixture was stirred for 40 min under ice-cooling. Water was added to the reaction mixture, and the mixture was extracted with ethyl acetate. The organic layer was washed with saturated brine, and dried over anhydrous magnesium sulfate. The desiccant was filtered off, and the filtrate was concentrated under reduced pressure to give the objective compound (580 mg, 96%) as colorless crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06348474B1
Source datasetuspto-grants-2002_02
ORD IDord-340f1c7caa1c4f83ac9fd16b16ff60d5
Source noteuspto-grants-2002_02