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

HRID 495515Notes

Reaction equation

HRID 495515 reaction equation
[Cl:1][C:2]1[CH:9]=[CH:8][C:5]([CH2:6]Br)=[C:4]([O:10][CH3:11])[CH:3]=1.[C-:12]#[N:13].[Na+]>C1(C)C=CC=CC=1.O.CCCCCCCC[N+](CCCCCCCC)(CCCCCCCC)C.[Cl-]>[Cl:1][C:2]1[CH:9]=[CH:8][C:5]([CH2:6][C:12]#[N:13])=[C:4]([O:10][CH3:11])[CH:3]=1

Participants

6

Reactant 2

HCID 8929Sodium CyanideHCID 223274741-(Bromomethyl)-4-chloro-2-methoxybenzene

Product 1

HCID 223275242-(4-Chloro-2-methoxyphenyl)acetonitrileYield 68%

Reagents, catalysts & solvents 3

HCID 21218Trioctylmethylammonium chlorideCatalystHCID 962WaterSolventHCID 1140TolueneSolvent

Procedure

269 g of 4-chloro-2-methoxybenzyl bromide in 214 ml of toluene are reacted with 68.2 g of sodium cyanide in 69 ml of water and 1.8 g of Aliquat 336. 141 g of colorless oil are obtained (b.p. 107° C./0.08 mbar).

Sources & evidence

ORD record
ord-a4ffad19ff5447bab0c95824620e8ebf
Source dataset
uspto-grants-2005_09
Patent number
US06939888B2

Reaction notes

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