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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1173832Generated: November 1, 2026

Isobutylene → 3-(3-Chloro-6-hydroxy-benzo[b]thiophen-2-ylmethyl)-1-cyclohexyl-pyrrolidin-2-one

https://huagongshe.com/reaction/1173832

Reaction equation

Participants

RoleNameHCIDCharge
ReactantIsobutyleneHCID 8255—
ReactantBoron tribromideHCID 25134—
Reactant3-(3-Chloro-6-methoxy-benzo[b]thiophen-2-ylmethyl)-1-cyclohexylpyrrolidin-2-oneHCID 11494596—
SolventDichloromethaneHCID 6344—
Product3-(3-Chloro-6-hydroxy-benzo[b]thiophen-2-ylmethyl)-1-cyclohexyl-pyrrolidin-2-oneHCID 11710306103.7%

Reaction Conditions

Temperature0 °C

Reaction Steps

Dissolve 3-(3-chloro-6-methoxy-benzo[b]thiophen-2-ylmethyl)-1-cyclohexylpyrrolidin-2-one (1.122 g, 2.97 mmol) and 2-methyl-2 propene (0.5 mL) in dichloromethane (30 mL) and cool to 0° C. Slowly add boron tribromide (2.23 g, 8.91 mmol) and warm to room temperature. Stir for 1 hour and quench with ice. Extract with dichloromethane, dry with sodium sulfate, filter, and concentrate to give the title compound (1.121 g, 99%) as a light brown solid: Mass spectrum (apci) m/z=364.2 (M+H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07834194B2
Source datasetuspto-grants-2010_11
ORD IDord-352c25ab1ae84a94bd714e14ad29e5ff
Source noteuspto-grants-2010_11