p-Cyanobenzamide → Methyl 4-cyanobenzoate

HRID 2304088Notes

Reaction equation

HRID 2304088 reaction equation
[C:1]([C:3]1[CH:11]=[CH:10][C:6]([C:7](N)=[O:8])=[CH:5][CH:4]=1)#[N:2].Cl.[CH3:13][OH:14]>CO>[C:1]([C:3]1[CH:11]=[CH:10][C:6]([C:7]([O:14][CH3:13])=[O:8])=[CH:5][CH:4]=1)#[N:2]

Participants

4

Reactant 2

HCID 76427p-CyanobenzamideHCID 21893726Hydrochloride methanol

Product 1

HCID 70791Methyl 4-cyanobenzoateYield 94%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

p-Cyanobenzamide (73.0 g, 0.5 mol) which has a purity of 99% or more and methanol (460.3 g) were placed in a 2 l-separable flask, and the mixture was allowed to react at 64° C. for 12 hours while a 20% hydrochloric acid/methanol solution (162.4 g) prepared in advance was added thereto with stirring. Gas chromatographic analysis revealed that the reaction mixture contained 75.7 g of methyl p-cyanobenzoate (yield 94%).

Workup

  1. customprepared in advance
  2. additionwas added

Sources & evidence

ORD record
ord-297983bba25e4fcaab65ccfd4a886802
Source dataset
uspto-grants-2002_08
Patent number
US06433211B1

Reaction notes

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