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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 27425Generated: October 26, 2026

Phenylacetonitrile → 2-(alpha-Cyanobenzylidene)perhydroazepine

https://huagongshe.com/reaction/27425

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhenylacetonitrileHCID 8794—
Reactant2H-Azepine, 3,4,5,6-tetrahydro-7-methoxy-HCID 75657—
Reactant1,5-Diazabicyclo(5,4,0)undec-5-eneHCID 314112—
Product2-(alpha-Cyanobenzylidene)perhydroazepineHCID 7059216141.7%

Reaction Steps

Stir 8.1 g of caprolactim methyl ether and 5.0 g of benzyl cyanide with 0.6 g of 1,5-diazabicyclo [5.4.0]undec-5-ene under nitrogen for 48 hours at 130°; distil off any excess benzyl cyanide under a high vacuum, and rub down the thus-produced residue with a little methyl alcohol before filtering to obtain 3.78 g of the title compound. Recrystallize from methyl alcohol to obtain a purer product, MP 108° to 113°.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04221788
Source datasetuspto-grants-1980_09
ORD IDord-c9465b3257644a528074cceea561fa4e
Source noteuspto-grants-1980_09