Dimethylformamide dimethyl acetal → HCID 53670727, compound

HRID 964911Notes

Reaction equation

HRID 964911 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8](=[O:16])[CH2:9][C:10](=[O:15])[C:11]([CH3:14])([CH3:13])[CH3:12])=[CH:4][CH:3]=1.CO[CH:19](OC)[N:20]([CH3:22])[CH3:21]>C1(C)C=CC=CC=1>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([C:8](=[O:16])[C:9](=[CH:19][N:20]([CH3:22])[CH3:21])[C:10](=[O:15])[C:11]([CH3:12])([CH3:13])[CH3:14])=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 78373Dimethylformamide dimethyl acetalHCID 19074098HCID 19074098, compound

Product 1

HCID 53670727HCID 53670727, compoundYield 65.5%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

17 g of 1-(4-chlorophenyl)-4,4-dimethyl-1,3-pentanedione and 18 g of dimethylformamide dimethylacetal were added to 200 ml of dry toluene, and the mixture was refluxed under heating for 2 hours, and then the methanol was distilled off over 1 hour. The solvent was distilled off, and the residue was purified by silica gel chromatography (developing solvent: chloroform/hexane=6/4) to obtain 13.7 g of the desired product as a pale yellow solid.

Workup

  1. temperaturethe mixture was refluxed
  2. temperatureunder heating for 2 hours
  3. distillationthe methanol was distilled off over 1 hour
  4. distillationThe solvent was distilled off
  5. customthe residue was purified by silica gel chromatography (developing solvent: chloroform/hexane=6/4)

Sources & evidence

ORD record
ord-fe5f46890f3d478687a2e7abfaedbfba
Source dataset
uspto-grants-1998_06
Patent number
US05773388

Reaction notes

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