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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1778360Generated: October 31, 2026

Water → [2-(3-Bromofuran-2-yl)-ethoxy]-tert-butyldimethylsilane

https://huagongshe.com/reaction/1778360

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPyridineHCID 1049—
Reactanttert-Butyldimethylsilyl trifluoromethanesulphonateHCID 123564—
Reactant2-(3-Bromofuran-2-yl)ethan-1-olHCID 63943836—
SolventDichloromethaneHCID 6344—
Product[2-(3-Bromofuran-2-yl)-ethoxy]-tert-butyldimethylsilaneHCID 6669261784.7%

Reaction Steps

tert-Butyldimethylsilyl trifluoromethanesulfonate (4.47 g) was added to a solution of 2-(3-bromofuran-2-yl)-ethanol (Intermediate 35, 2.94 g) and pyridine (2.43 g) in DCM (40 mL) and the mixture was stirred for 90 minutes. Water was added and the organic layer was separated, dried (Na2SO4) and filtered. The filtrate was evaporated to dryness and the residue was purified by chromatography on silica, eluting with a mixture of DCM and cyclohexane with a gradient of 0-25% to give [2-(3-bromo-furan-2-yl)-ethoxy]-tert-butyldimethylsilane (3.98 g) as a colourless oil. The material was used without further characterisation.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09266896B2
Source datasetuspto-grants-2016_02
ORD IDord-b7f9937529a349f88f226611d4357716
Source noteuspto-grants-2016_02