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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 649008Generated: October 27, 2026

N-methyl-2-pyrrolidone → Benzo[b]thiophene, 7-methyl-3-(trifluoromethyl)-

https://huagongshe.com/reaction/649008

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN-methyl-2-pyrrolidoneHCID 13387—
Reactant3-Bromo-7-methyl-1-benzothiopheneHCID 615089—
ReactantHCID 178526070HCID 178526070—
CatalystCopper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
SolventWaterHCID 962—
ProductBenzo[b]thiophene, 7-methyl-3-(trifluoromethyl)-HCID 14780494—

Reaction Steps

A mixture of 2 g of 3-bromo-7-methylbenzo[b]thiophene, 4.8 g of CF3COONa, 3 g CuI and 20 ml of 1-methylpyrrolidone are vigorously stirred and heated at 160°. After a short while evolution of gas commences. Stirring is continued for one hour at 160° and a further hour at 180°. After cooling the reaction mixture is poured into water, extracted with ether/hexane (1/1) and the organic phase washed, dried and concentrated under vacuum. The raw product is chromatographed over silica gel (eluant: n-hexane) and the title compound obtained as a colourless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04737516
Source datasetuspto-grants-1988_04
ORD IDord-bbe69fa6f3ad4b2196c1877af77c7483
Source noteuspto-grants-1988_04