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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1900228Generated: October 30, 2026

Trifluoroacetic acid → 7-Benzyl-1-cyano-2-oxa-7-azabicyclo[3.3.0]octane

https://huagongshe.com/reaction/1900228

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
ReactantTriethylamineHCID 8471—
ReactantBenzyl(methoxymethyl)((trimethylsilyl)methyl)amineHCID 353442—
Reactant4,5-Dihydrofuran-2-carbonitrileHCID 13624042—
SolventDichloromethaneHCID 6344—
Product7-Benzyl-1-cyano-2-oxa-7-azabicyclo[3.3.0]octaneHCID 21704747—

Reaction Conditions

Temperature40 °C

Reaction Steps

14.4 g (0.15 mol) of 4,5-dihydrofuran-2-carbonitrile are introduced in 300 ml of absolute methylene chloride, 1.8 g of triethylamine and 1.8 g of trifluoroacetic acid are added, and the mixture is warmed to 40° C. 42.6 g (0.15 mol) of N-benzyl-N-methoxymethyl-N-trimethylsilylmethylamine are added dropwise to this mixture which is then stirred at 40° C. for 15 hours. It is then washed with 50 ml of saturated sodium hydrogen carbonate solution, dried over MgSO4, concentrated and distilled twice.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05574161
Source datasetuspto-grants-1996_11
ORD IDord-ee1860aab4bf4ac7beec01d2054018d8
Source noteuspto-grants-1996_11