Ethanol → Ethyl 4-cyanobenzoate

HRID 2304089Notes

Reaction equation

HRID 2304089 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].S(=O)(=O)(O)O.[CH2:17]([OH:19])[CH3:18]>>[C:1]([C:3]1[CH:11]=[CH:10][C:6]([C:7]([O:19][CH2:17][CH3:18])=[O:8])=[CH:5][CH:4]=1)#[N:2]

Participants

4

Reactant 3

HCID 702EthanolHCID 1118Sulfuric AcidHCID 76427p-Cyanobenzamide

Product 1

HCID 81589Ethyl 4-cyanobenzoateYield 76%

Procedure

p-Cyanobenzamide (73.0 g, 0.5 mol) which has a purity of 99% or more and ethanol (657.0 g) were placed in a 2 l-separable flask, and the mixture was allowed to react at 78° C. for 19 hours while a 95% sulfuric acid (51.6 g) was added thereto with stirring. Gas chromatographic analysis revealed that the reaction mixture contained 66.5 g of ethyl p-cyanobenzoate (yield 76%).

Workup

  1. additionwas added

Sources & evidence

ORD record
ord-58cf663a19c24106b0debc4c2176bc9a
Source dataset
uspto-grants-2002_08
Patent number
US06433211B1

Reaction notes

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