Potassium Cyanide → (2-Chloro-4-methoxyphenyl)acetonitrile

HRID 993229Notes

Reaction equation

HRID 993229 reaction equation
[Cl:1][C:2]1[CH:9]=[C:8]([O:10][CH3:11])[CH:7]=[CH:6][C:3]=1[CH2:4]Br.[C-:12]#[N:13].[K+]>ClCCl.O.S([O-])(O)(=O)=O.C([N+](CCCC)(CCCC)CCCC)CCC>[Cl:1][C:2]1[CH:9]=[C:8]([O:10][CH3:11])[CH:7]=[CH:6][C:3]=1[CH2:4][C:12]#[N:13]

Participants

6

Reactant 2

HCID 9032Potassium CyanideHCID 223274281-(Bromomethyl)-2-chloro-4-methoxybenzene

Product 1

HCID 22327506(2-Chloro-4-methoxyphenyl)acetonitrileYield 96%

Reagents, catalysts & solvents 3

HCID 94433Tetrabutylammonium hydrogen sulfateCatalystHCID 962WaterSolventHCID 6344DichloromethaneSolvent

Procedure

212 g (purity 82%) of 2-chloro-4-methoxybenzyl bromide in 900 ml of dichloromethane are reacted in the course of 4 h at 40° C. with 176 g of potassium cyanide in 675 ml of water and 15.5 g of tetrabutylammonium hydrogen sulfate. After working-up, 157 g of brownish oil are obtained (purity 79%).

Sources & evidence

ORD record
ord-215da3fea9de4af8b4d6778b40fb0980
Source dataset
uspto-grants-2002_10
Patent number
US06472419B1

Reaction notes

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