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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1768823Generated: November 1, 2026

Methanol → 4-(6-Fluoro-3,4-dihydroxyphenyl)-4,5,6,7-tetrahydrothieno[2,3-c]pyridine hydrobromide

https://huagongshe.com/reaction/1768823

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
Reactant4-(6-Fluoro-3,4-dimethoxyphenyl)-4,5,6,7-tetrahydrothieno[2,3-c]pyridineHCID 19959711—
ReactantBoron tribromide dichloromethaneHCID 22277759—
SolventDichloromethaneHCID 6344—
Product4-(6-Fluoro-3,4-dihydroxyphenyl)-4,5,6,7-tetrahydrothieno[2,3-c]pyridine hydrobromideHCID 19959714—

Reaction Steps

0.65 g of 4-(6-fluoro-3,4-dimethoxyphenyl)-4,5,6,7-tetrahydrothieno[2,3-c]pyridine was dissolved in 14 ml of dichloromethane; and to the mixture was added 1M boron tribromide-dichloromethane solution (12 ml) dropwise under an argon gas stream, while cooling -30°--60° C. (internal temperature) while stirring. The mixture was stirred for 2 hours at room temperature, and 20 ml of methanol was added dropwise thereto under ice cooling. The solvent was distilled off, and the residue obtained was crystallized by using a mixture of methanol and chloroform (1:8). The crystals were collected by filtration, and recrystallized from ethanol, giving 0.29 g of 4-(6-fluoro-3,4-dihydroxyphenyl)-4,5,6,7-tetrahydrothieno[2,3-c]pyridine hydrobromide.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05378849
Source datasetuspto-grants-1995_01
ORD IDord-8d765d4a40c94afa9ff2f990aa88d4ec
Source noteuspto-grants-1995_01