1,3-Cyclohexanedione → 2-[(Dimethylamino)methylidene]cyclohexane-1,3-dione

HRID 569890Notes

Reaction equation

HRID 569890 reaction equation
[C:1]1(=[O:8])[CH2:6][CH2:5][CH2:4][C:3](=[O:7])[CH2:2]1.CO[CH:11](OC)[N:12]([CH3:14])[CH3:13]>>[CH3:11][N:12]([CH:14]=[C:2]1[C:3](=[O:7])[CH2:4][CH2:5][CH2:6][C:1]1=[O:8])[CH3:13]

Participants

3

Reactant 2

HCID 104341,3-CyclohexanedioneHCID 78373Dimethylformamide dimethyl acetal

Product 1

HCID 3593532-[(Dimethylamino)methylidene]cyclohexane-1,3-dione

Procedure

A mixture was prepared from 90 grams of 1,3-cyclohexanedione and 225 ml of N,N-dimethylformamide dimethyl acetal and heated at reflux for 90 minutes. Excess solvent was removed under reduced pressure and the residue was triturated in hot ethyl acetate to give 2-dimethylaminomethylene-1,3-cyclohexanedione as rust colored crystals melting at about 114.5°-116° C.

Workup

  1. temperatureheated
  2. temperatureat reflux for 90 minutes
  3. customExcess solvent was removed under reduced pressure
  4. customthe residue was triturated in hot ethyl acetate

Sources & evidence

ORD record
ord-1aa9526dc3884052894115e67ce4809e
Source dataset
uspto-grants-1988_03
Patent number
US04734429

Reaction notes

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