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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 917366Generated: October 25, 2026

2-Chlorotoluene → O-(6,6-difluoro-5-methyl-5-hexenyl) benzo[b]thiophene-2-thiocarboxylate

https://huagongshe.com/reaction/917366

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-ChlorotolueneHCID 7238—
ReactantDiisopropyl EtherHCID 7914—
ReactantLawesson's reagentHCID 87949—
Reactant6,6-Difluoro-5-methyl-5-hexenyl benzo[b]thiophene-2-carboxylateHCID 69181690—
SolventHexaneHCID 8058—
ProductO-(6,6-difluoro-5-methyl-5-hexenyl) benzo[b]thiophene-2-thiocarboxylateHCID 8676055481.4%

Reaction Steps

To 5 ml of 2-chlorotoluene was dissolved 0.20 g (0.64 mmol) of 6,6-difluoro-5-methyl-5-hexenyl benzo[b]thiophene-2-carboxylate, followed by the addition of 0.26 g (0.64 mmol) of Lawesson's reagent and stirring by heating under refluxing for 4 hours. To the reaction liquid were added 2 ml of isopropyl ether and 10 ml of hexane and precipitated solid was filtered off. The filtrate was concentrated under reduced pressure and the residue was purified with silica gel column chromatography (diisopropyl ether:hexane=1:30) to obtain 0.17 g (yield: 81%) of O-(6,6-difluoro-5-methyl-5-hexenyl) benzo[b]thiophene-2-thiocarboxylate.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07273878B2
Source datasetuspto-grants-2007_09
ORD IDord-54f3d4c86d6c4f1483707799d247ea36
Source noteuspto-grants-2007_09