Acetonitrile → 2-(2-Formyl-3-methylphenoxy)acetamide

HRID 2381049Notes

Reaction equation

HRID 2381049 reaction equation
[CH3:1][C:2]1[C:12]([CH3:13])=[CH:11][CH:10]=[CH:9][C:3]=1[O:4][CH2:5][C:6]([NH2:8])=[O:7].[O-:14]S(OOS([O-])(=O)=O)(=O)=O.[K+].[K+].CC#N>O.O.O.O.O.S([O-])([O-])(=O)=O.[Cu+2].O>[CH:1]([C:2]1[C:12]([CH3:13])=[CH:11][CH:10]=[CH:9][C:3]=1[O:4][CH2:5][C:6]([NH2:8])=[O:7])=[O:14]

Participants

6

Reactant 3

HCID 6342AcetonitrileHCID 24412Potassium PersulfateHCID 159430302-(2,3-Dimethylphenoxy)acetamide

Product 1

HCID 583878202-(2-Formyl-3-methylphenoxy)acetamideYield 11%

Reagents, catalysts & solvents 2

HCID 24463Copper sulfate pentahydrateCatalystHCID 962WaterSolvent

Procedure

12.0 g of 7, 50.82 g of potassium peroxodisulfate and 17.05 g of copper(II) sulfate pentahydrate are dissolved in a solvent mixture comprising 250 ml of MeCN and 250 ml of water, and the mixture is subsequently stirred under reflux for 2 h. The mixture is then subjected to conventional work-up, giving 1.38 g (11%) of 2-(2-formyl-3-methylphenoxy)acetamide 8; MS-EI (M+)=193.

Workup

  1. temperatureunder reflux for 2 h

Sources & evidence

ORD record
ord-c2c6ba377f6f42208392baa427c654ab
Source dataset
uspto-grants-2012_09
Patent number
US08258151B2

Reaction notes

Loading…