Potassium Carbonate → HCID 67046696, compound

HRID 606367Notes

Reaction equation

HRID 606367 reaction equation
[CH3:1][C:2]1[CH:3]=[C:4]([CH2:8][C:9]#[N:10])[CH:5]=[CH:6][CH:7]=1.O.[C:12]([OH:16])(=[O:15])[CH:13]=O.C(=O)([O-])[O-].[K+:21].[K+]>CO>[C:9]([C:8]([C:4]1[CH:5]=[CH:6][CH:7]=[C:2]([CH3:1])[CH:3]=1)=[CH:13][C:12]([O-:16])=[O:15])#[N:10].[K+:21]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 76279m-MethylphenylacetonitrileHCID 15620607Glyoxylic acid, monohydrate

Product 1

HCID 67046696HCID 67046696, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a stirred solution of (3-methylphenyl)-acetonitrile (21.6 ml, 165 mmol) in methanol (500 ml) were added glyoxylic acid hydrate (22.7 g, 247 mmol) and potassium carbonate (57.0 g, 412 mmol). The reaction mixture was stirred at room temperature for 2 hours followed by 3 hours at reflux. The precipitate was filtered off, washed with methanol (300 ml), dichloromethane (DCM) (300 ml) and then dried under air suction. The desired product was obtained as a white solid which was used in the next step without further purification.

Workup

  1. waitfollowed by 3 hours
  2. temperatureat reflux
  3. filtrationThe precipitate was filtered off
  4. washwashed with methanol (300 ml), dichloromethane (DCM) (300 ml)
  5. customdried under air suction

Sources & evidence

ORD record
ord-8a49724fa3864666a18aea7e24c2e0b6
Source dataset
uspto-grants-2011_03
Patent number
US07915304B2

Reaction notes

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