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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2260410Generated: October 26, 2026

Benzyl Chloride → 1-(Phenylmethyl)cycloheptanecarbonitrile

https://huagongshe.com/reaction/2260410

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzyl ChlorideHCID 7503—
ReactantDiisopropylamineHCID 7912—
ReactantCycloheptanecarbonitrileHCID 96653—
ReactantButyllithiumHCID 178418339—
SolventTetrahydrofuranHCID 8028—
Product1-(Phenylmethyl)cycloheptanecarbonitrileHCID 1899962455.8%

Reaction Steps

Obtained by operating as in example 27b, from 195 mmoles of lithiated diisopropylamine (25.6 g (252.9 mmoles) of diisopropylamine treated with 122 ml (195 mmoles) of n-butyllithium 1.6M in hexane) in 300 ml of dry tetrahydrofuran, 24 g (195 mmoles) of commercial cycloheptanecarbonitrile and 24.6 g (195 mmoles) of benzyl chloride. After distillation, there is obtained 23.2 g (yield=55.8%) of a yellow viscous liquid. b.p.16 =190°-7° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05476846
Source datasetuspto-grants-1995_12
ORD IDord-e1b3194c3ca74d3a9a212a2646cf2902
Source noteuspto-grants-1995_12