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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1108027Generated: October 31, 2026

Triethylamine → (2-Bromoethoxy)-tert-butyldimethylsilane

https://huagongshe.com/reaction/1108027

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant2-BromoethanolHCID 10898—
Reactanttert-Butyldimethylsilyl chlorideHCID 28928—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventDichloromethaneHCID 6344—
Product(2-Bromoethoxy)-tert-butyldimethylsilaneHCID 360806796.2%

Reaction Conditions

Temperature23 °C

Reaction Steps

Treat 2-bromoethanol (107 g) in CH2Cl2 (2 L) at 0° C. with t-butyidimethylsilylchloride (143 g), NEt3 (130 g) and DMAP (11 g), allow the reaction mixture to warm to 23° C. and stir for 18 h. Wash the mixture with H2O (250 mL), 20% HCl (250 mL), 20% NH4OH (250 mL), dry (MgSO4) and concentrate to give 2-(t-butyidimethylsilyloxy)-ethylbromide (197 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06063926
Source datasetuspto-grants-2000_05
ORD IDord-d83e2ea586bf4a96a9d8aeb6acb4e21a
Source noteuspto-grants-2000_05