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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1072830Generated: November 1, 2026

Ethyl Acetate → 3-(2,4-Dichlorobenzoyl)-5-(methoxycarbonyl)-2-methylbenzo[b]thiophene

https://huagongshe.com/reaction/1072830

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthyl AcetateHCID 8857—
Reactant2,4-Dichlorobenzoyl chlorideHCID 66645—
ReactantAluminum(III) ChlorideHCID 6451240—
Reactant2-Methylbenzo[b]thiophene-5-carboxylic acid methyl esterHCID 13663037—
SolventDichloromethaneHCID 6344—
Product3-(2,4-Dichlorobenzoyl)-5-(methoxycarbonyl)-2-methylbenzo[b]thiopheneHCID 22387763—

Reaction Steps

Aluminum chloride (1.24 g, 9.3 mmol) was dispersed in methylene chloride (10 ml), and 2,4-dichlorobenzoyl chloride (0.97 g, 4.7 mmol) and then 5-(methoxycarbonyl)-2-methylbenzo[b]thiophene (0.8 g, 3.9 ml) were added thereto. The mixture was stirred at room temperature for 4 hr. The reaction mixture was poured into ice water and ethyl acetate was added. The mixture was extracted. The organic layer was washed twice with a saturated aqueous solution of sodium hydrogencarbonate and once with brine, and dried over anhydrous sodium sulfate. The desiccant was filtered off, and the filtrate was concentrated under reduced pressure to give the objective compound (1.5 g, quantitative) as pale yellow crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06911469B2
Source datasetuspto-grants-2005_06
ORD IDord-61f4f1b2cc1646ab98ceea2e055c24aa
Source noteuspto-grants-2005_06