Lactonitrile → HCID 18977187, compound

HRID 1939931Notes

Reaction equation

HRID 1939931 reaction equation
C(=O)([O-])[O-].[Na+].[Na+].[C:7]([NH:10][CH2:11][CH2:12][CH2:13][CH2:14][C:15]1[CH:20]=[CH:19][C:18]([C:21](=[O:25])[CH:22]=[CH:23][CH3:24])=[CH:17][CH:16]=1)(=[O:9])[CH3:8].CC(O)[C:28]#[N:29]>CO>[C:7]([NH:10][CH2:11][CH2:12][CH2:13][CH2:14][C:15]1[CH:20]=[CH:19][C:18]([C:21](=[O:25])[CH2:22][CH:23]([C:28]#[N:29])[CH3:24])=[CH:17][CH:16]=1)(=[O:9])[CH3:8]

Participants

5

Reactant 3

HCID 6572LactonitrileHCID 10340Sodium CarbonateHCID 70277256HCID 70277256, compound

Product 1

HCID 18977187HCID 18977187, compoundYield 79.9%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

1.1 ml of a 10% sodium carbonate aqueous solution was added to 15 ml of a methanol solution containing 510 mg of 4-[4-(acetylamino)butyl]-1-(2-butenoyl)benzene and 1.69 g of acetocyanhydrin, and the mixture was refluxed under heating for 2 hours. The solvent was removed, and the residue was purified by silica gel column chromatography (eluent: chloroform-methanol (40:1)) to obtain 450 mg of 4-[4-(acetylamino)butyl]-1-(3-cyanobutanoyl)benzene.

Workup

  1. temperaturethe mixture was refluxed
  2. temperatureunder heating for 2 hours
  3. customThe solvent was removed
  4. customthe residue was purified by silica gel column chromatography (eluent: chloroform-methanol (40:1))

Sources & evidence

ORD record
ord-24f8cdffbcdb49b88392a4e94fcb370a
Source dataset
uspto-grants-1997_12
Patent number
US05698554

Reaction notes

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