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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 390399Generated: October 29, 2026

Phosphorus tribromide → (4-Bromomethyl-2-methyl-benzyloxy)-tert-butyl-diphenyl-silane

https://huagongshe.com/reaction/390399

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhosphorus tribromideHCID 24614—
Reactant[4-[(Tert-butyl(diphenyl)silyl)oxymethyl]-3-methyl-phenyl]methanolHCID 67087256—
SolventDichloromethaneHCID 6344—
Product(4-Bromomethyl-2-methyl-benzyloxy)-tert-butyl-diphenyl-silaneHCID 5823058087%

Reaction Steps

To a stirred solution of [4-[(tert-butyl(diphenyl)silyl)oxymethyl]-3-methyl-phenyl]methanol (0.3 g, 0.76 mmol) in DCM (30 mL) is added phosphorus tribromide (0.072 mL, 0.76 mmol) at 0° C. and the reaction mixture is stirred for 1 hour. The reaction mixture is diluted with dichloromethane (50 mL), washed with aqueous sodium bicarbonate solution, dried over magnesium sulphate, and concentrated under vacuum to give the title compound as a light yellow liquid (0.3 g, crude). ESI/MS m/z 438.1 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08383642B2
Source datasetuspto-grants-2013_02
ORD IDord-c28f992fa71246a09c9cec71d78e2de0
Source noteuspto-grants-2013_02