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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2409177Generated: November 1, 2026

Triethylamine → HCID 66727759, compound

https://huagongshe.com/reaction/2409177

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactanttert-Butyldimethylsilyl trifluoromethanesulphonateHCID 123564—
ReactantEthyl 2-oxobicyclo[3.1.0]hexane-6-carboxylateHCID 565357—
SolventDichloromethaneHCID 6344—
ProductHCID 66727759HCID 66727759—

Reaction Conditions

Temperature22 °C

Reaction Steps

To a solution of (1RS,5SR,6RS)-2-oxo-bicyclo[3,1,0]hexane-6-carboxylic acid ethyl ester (28.93 g, 172 mmole) in dichloromethane (430 ml) was added at 22° C. NEt3 (36.0 ml, 258 mmole), the mixture was cooled to 0° C. and treated with tert-butyldimethylsilyl triflate (43.5 ml, 189.2 mmole) keeping the temperature below 10° C. The mixture was allowed to warm to 22° C. over 2 h, washed with saturated aqueous NaHCO3, the organic layer was dried, evaporated and the residue purified over aluminiumoxide (100 g) using cyclohexane/AcOEt (9:1) to give the title compound as a yellow oil which was used without further purification in the next step.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08815881B2
Source datasetuspto-grants-2014_08
ORD IDord-f5efdb3012f949adb2b7ef234d134c81
Source noteuspto-grants-2014_08