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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1474603Generated: November 4, 2026

Dichloromethane → (2-Bromoethoxy)-tert-butyldimethylsilane

https://huagongshe.com/reaction/1474603

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDichloromethaneHCID 6344—
Reactant2-BromoethanolHCID 10898—
Reactanttert-Butyldimethylsilyl chlorideHCID 28928—
SolventEthyl AcetateHCID 8857—
Product(2-Bromoethoxy)-tert-butyldimethylsilaneHCID 360806777.5%

Reaction Steps

To a solution of 2-bromoethanol (3.4 mL, 48.34 mmol) in dry DCM (25 mL) imidazole (9.86 g, 143 mmol) and tert-butylchlorodimethylsilane (10.9 gm, 72.52 mmol) were added at 0° C. The reaction mixture was stirred at r.t. for 24 h. After completion of reaction, as confirmed by TLC, the reaction mixture was diluted with ethylacetate (350 mL) and washed with water (4×20 mL). The organic layer was dried over anhydrous Na2SO4 and volatiles were evaporated in vacuo. The residue obtained was purified by column chromatography (silica gel, 0.2:9.8 Ethyl acetate:Pet. Ether) to afford title compound (204 mg, 77.5%) as liquid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09018249B2
Source datasetuspto-grants-2015_04
ORD IDord-6a1b79667c964a5893bb715df868ffa1
Source noteuspto-grants-2015_04