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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 909772Generated: October 31, 2026

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

https://huagongshe.com/reaction/909772

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 numberUS08017792B2
Source datasetuspto-grants-2011_09
ORD IDord-b76daecdca7348f18a8a300537ef0d3f
Source noteuspto-grants-2011_09