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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 9234Generated: October 25, 2026

Triethylamine → [1-(4-Bromo-phenyl)-cyclobutoxy]-tert-butyl-dimethyl-silane

https://huagongshe.com/reaction/9234

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactanttert-Butyldimethylsilyl trifluoromethanesulphonateHCID 123564—
ReactantSodium BicarbonateHCID 516892—
Reactant1-(4-Bromophenyl)cyclobutanolHCID 12095419—
SolventDichloromethaneHCID 6344—
Product[1-(4-Bromo-phenyl)-cyclobutoxy]-tert-butyl-dimethyl-silaneHCID 2198597293%

Reaction Steps

TBSOTf (360 μL, 1.57 mmol) was added to a 0° C. solution of 3-1 (235 mg, 1.04 mmol) and triethylamine (450 μL, 3.23 mmol) in dichloromethane (3 mL). The reaction was allowed to warm to room temperature and after 1 h, saturated NaHCO3 solution was added. The resulting mixture was extracted with ethyl acetate (3×30 mL) and the combined ethyl acetate solution was washed with brine. The solution was then dried (Na2SO4), filtered and evaporated. Purification by flash chromatography on silica gel (hexanes) gave 3-2 (329 mg, 93%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07091231B2
Source datasetuspto-grants-2006_08
ORD IDord-3369d74bfe9e4f18bb09dcce8d3f401e
Source noteuspto-grants-2006_08