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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1469175Generated: October 31, 2026

Hydrochloric Acid → 4-((5-Bromo-2-chlorothiophen-3-yl)methyl)phenol

https://huagongshe.com/reaction/1469175

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantWaterHCID 962—
ReactantBoron tribromideHCID 25134—
Reactant5-Bromo-2-chloro-3-(4-methoxybenzyl)thiopheneHCID 66695454—
SolventDichloromethaneHCID 6344—
Product4-((5-Bromo-2-chlorothiophen-3-yl)methyl)phenolHCID 66690904—

Reaction Steps

To a solution of thiophene 3 (5.44 g, 17.1 mmol) in CH2Cl2 (50 mL) was added boron tribromide (20 mL, 1M in CH2Cl2) at 0° C. The mixture was warmed up to room temperature slowly and stirred at room temperature for 3 hours. To the mixture was added aq. 1N HCl solution (35 mL) dropwise at 0° C. and H2O was added to the mixture. The mixture was extracted with EtOAc (50 mL×2). The combined organic layer was dried over MgSO4, filtered, and concentrated in vacuo. The crude product 4 was dried under high vacuum and used without further purification. (5.1 g, 99%)

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09006187B2
Source datasetuspto-grants-2015_04
ORD IDord-ef17c04c4f784aca8c18ff3200cb323d
Source noteuspto-grants-2015_04