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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 604708Generated: October 31, 2026

Boron trifluoride etherate → 2-(5-Bromo-2-methoxybenzyl)-1-benzothiophene

https://huagongshe.com/reaction/604708

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBoron trifluoride etherateHCID 8000—
ReactantTriethylsilaneHCID 12052—
ReactantSodium BicarbonateHCID 516892—
Reactant(1-Benzothien-2-yl)(5-bromo-2-methoxyphenyl)methanolHCID 61406666—
SolventChloroformHCID 6212—
Product2-(5-Bromo-2-methoxybenzyl)-1-benzothiopheneHCID 1845046092%

Reaction Steps

Then, Et3SiH (10.3 mL, 0.0642 mol) and BF3.Et2O (4.10 mL, 0.0321 mol) were added sequentially to a chloroform (110 mL) solution of (1-benzothien-2-yl)(5-bromo-2-methoxyphenyl)methanol (1.2 g, 0.0321 mol) at −15° C. After the mixture was stirred for 0.5 hours, a saturated sodium bicarbonate aqueous solution was added. The mixture was extracted with chloroform, and the organic phase was washed with brine and then dried with anhydrous magnesium sulfate. The residue obtained by evaporating the solvent under reduced pressure was purified by silica gel column chromatography (hexane:ethyl acetate=30:1) to obtain a title compound (9.84 g, 92%) as a yellow crystal.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07910619B2
Source datasetuspto-grants-2011_03
ORD IDord-88f7099b8ce646b1b413e313e190da9e
Source noteuspto-grants-2011_03