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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2211853Generated: October 26, 2026

Chloroacetonitrile → 2-Benzyl-5-cyanomethyl-2,5-diazabicyclo[2.2.1]heptane

https://huagongshe.com/reaction/2211853

Reaction equation

Participants

RoleNameHCIDCharge
ReactantChloroacetonitrileHCID 7856—
ReactantPotassium CarbonateHCID 11430—
Reactant2-Benzyl-2,5-diazabicyclo[2.2.1]heptaneHCID 562932—
SolventTolueneHCID 1140—
Product2-Benzyl-5-cyanomethyl-2,5-diazabicyclo[2.2.1]heptaneHCID 21963645—

Reaction Steps

Finely ground potassium carbonate, as well as 1.3 mL of freshly distilled chloroacetonitrile were added to a solution of 3 g of 2-benzyl-2,5-diazabicyclo[2.2.1]heptane in 40 mL of anhydrous toluene and refluxed for 10 hours with vigorous stirring. The solution was cooled, filtered and evaporated. Bulb tube distillation (boiling point: 110°–120° C. at 0.01 mbar) resulted in 3.57 g of 140 as a colorless oil (97% of the theoretical yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07101890B2
Source datasetuspto-grants-2006_09
ORD IDord-6c5511fdaf7e4f9bba0686e038224e19
Source noteuspto-grants-2006_09