Acrylonitrile → 3-Cyclohexene-1-carbonitrile, 3,4-dimethyl-

HRID 625163

Reaction equation

HRID 625163 reaction equation
[C:1](#[N:4])[CH:2]=[CH2:3].[CH3:5][C:6]([C:8]([CH3:10])=[CH2:9])=[CH2:7]>C1(C)C=CC=CC=1>[CH3:7][C:6]1[CH2:5][CH:2]([C:1]#[N:4])[CH2:3][CH2:9][C:8]=1[CH3:10]

Participants

4

Reactant 2

HCID 7855AcrylonitrileHCID 105662,3-Dimethyl-1,3-butadiene

Product 1

HCID 111372193-Cyclohexene-1-carbonitrile, 3,4-dimethyl-Yield 87%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A solution of acrylonitrile (1 eq.) and 2,3-dimethylbuta-1,3-diene (1.1 eq.) in toluene (2M) was pumped through a heated coil reactor at 240° C. with a residence time of 10 minutes. The resulting mixture was concentrated under reduced pressure and yielded the product as colorless oil (87% yield).

Workup

  1. concentrationThe resulting mixture was concentrated under reduced pressure

Sources & evidence

ORD record
ord-b54ff47562704e93b1e2067e66822843
Source dataset
uspto-grants-2016_04
Patent number
US09303232B2

Linked notes

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