Methanol → Methyl 4-cyanobenzoate

HRID 2304090Notes

Reaction equation

HRID 2304090 reaction equation
[C:1]([C:3]1[CH:4]=[C:5]([CH:9]=[CH:10][CH:11]=1)C(N)=O)#[N:2].Cl.[CH3:13][OH:14].[CH3:15][OH:16]>>[C:1]([C:3]1[CH:4]=[CH:5][C:9]([C:13]([O:16][CH3:15])=[O:14])=[CH:10][CH:11]=1)#[N:2]

Participants

4

Reactant 3

HCID 887MethanolHCID 769743-CyanobenzamideHCID 21893726Hydrochloride methanol

Product 1

HCID 70791Methyl 4-cyanobenzoateYield 93%

Procedure

m-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 74.9 g of methyl p-cyanobenzoate (yield 93%).

Workup

  1. customprepared in advance
  2. additionwas added

Sources & evidence

ORD record
ord-a38a72ac1a1c4f1886179325ac2c1a68
Source dataset
uspto-grants-2002_08
Patent number
US06433211B1

Reaction notes

Loading…