Dimethylformamide dimethyl acetal → 5-(4-Chlorophenyl)-2-[(dimethylamino)methylene]-1,3-cyclohexanedione

HRID 2046450Notes

Reaction equation

HRID 2046450 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]2[CH2:13][C:12](=[O:14])[CH2:11][C:10](=[O:15])[CH2:9]2)=[CH:4][CH:3]=1.CO[CH:18](OC)[N:19]([CH3:21])[CH3:20]>>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]2[CH2:13][C:12](=[O:14])[C:11](=[CH:18][N:19]([CH3:21])[CH3:20])[C:10](=[O:15])[CH2:9]2)=[CH:4][CH:3]=1

Participants

3

Reactant 2

HCID 78373Dimethylformamide dimethyl acetalHCID 7295015-(4-Chlorophenyl)cyclohexane-1,3-dione

Product 1

HCID 5670705-(4-Chlorophenyl)-2-[(dimethylamino)methylene]-1,3-cyclohexanedione

Procedure

5-(4-Chloro-phenyl)-cyclohexane-1,3-dione (1.0 g, 4.5 mmol) was suspended in N,N-dimethylformamide dimethylacetal (5 ml) and heated at reflux for 4 h. The reaction mixture was cooled to ambient temperature and the precipitate was filtered, washed with diethyl ether and dried under air suction. The required product was obtained as a yellow solid which was used in the next step without further purification.

Workup

  1. temperatureheated
  2. temperatureat reflux for 4 h
  3. filtrationthe precipitate was filtered
  4. washwashed with diethyl ether
  5. customdried under air suction

Sources & evidence

ORD record
ord-50d560d279f74ac8856deef09743df72
Source dataset
uspto-grants-2013_11
Patent number
US08592430B2

Reaction notes

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