Potassium Cyanide → 4-Chloro-2-methylbenzeneacetonitrile

HRID 1806900Notes

Reaction equation

HRID 1806900 reaction equation
[Cl:1][C:2]1[CH:9]=[CH:8][C:5]([CH2:6]Cl)=[C:4]([CH3:10])[CH:3]=1.[C-:11]#[N:12].[K+]>C(O)C.O>[Cl:1][C:2]1[CH:9]=[CH:8][C:5]([CH2:6][C:11]#[N:12])=[C:4]([CH3:10])[CH:3]=1

Participants

5

Reactant 2

HCID 9032Potassium CyanideHCID 128226184-Chloro-1-(chloromethyl)-2-methylbenzene

Product 1

HCID 184099344-Chloro-2-methylbenzeneacetonitrileYield 72.5%

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 962WaterSolvent

Procedure

Step B In a manner similar to the method described in Example 57 Step B, 4-chloro-2-methylbenzyl chloride (1.83 g, 10 mmol) was reacted with KCN (1.76 g, 27 mmol) in ethanol (13 mL) and water (10 mL) at 100° C. for 1 h to give 4-chloro-2-methylbenzyl cyanide as a yellow oil (1.2 g, 69%)

Sources & evidence

ORD record
ord-0285d8a9d5ba420bb55abaaaa371b96e
Source dataset
uspto-grants-2013_01
Patent number
US08354444B2

Reaction notes

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