p-Anisoyl chloride → 4-methoxybenzoyl cyanide

HRID 614031Notes

Reaction equation

HRID 614031 reaction equation
[CH3:1][O:2][C:3]1[CH:11]=[CH:10][C:6]([C:7](Cl)=[O:8])=[CH:5][CH:4]=1.[C-:12]#[N:13].[K+]>[C-]#N.[Zn+2].[C-]#N>[CH3:1][O:2][C:3]1[CH:11]=[CH:10][C:6]([C:7]([C:12]#[N:13])=[O:8])=[CH:5][CH:4]=1

Participants

4

Reactant 2

HCID 7477p-Anisoyl chlorideHCID 9032Potassium Cyanide

Product 1

HCID 6418264-methoxybenzoyl cyanideYield 86.5%

Reagents, catalysts & solvents 1

HCID 11186Zinc cyanide (Zn(CN)2)Catalyst

Conditions

Temperature
210 °C

Procedure

In the manner described above, 170 g (1 mol) of p-methoxybenzoyl chloride and 64.5 g (0.99 mol) of potassium cyanide and 1.17 g (0.1 mol) of zinc cyanide were mixed, whilst stirring, and the mixture was heated to 210° C. for 1 hour. A distillation bridge was then connected and the reaction product was separated from the residue direct. On subsequent fractionation, 138 g (86% of theory) of p-methoxybenzoyl cyanide with a melting point of 63° C. were obtained.

Workup

  1. additionwere mixed
  2. customthe reaction product was separated from the residue direct

Sources & evidence

ORD record
ord-62b11285d96c4465a178d2b4dcbcd103
Source dataset
uspto-grants-1979_03
Patent number
US04143068

Reaction notes

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