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

HRID 1252285Notes

Reaction equation

HRID 1252285 reaction equation
CO[CH:3](OC)[N:4]([CH3:6])[CH3:5].[C:9]1(=[O:16])[CH2:14][CH2:13][CH2:12][C:11](=[O:15])[CH2:10]1>>[CH3:6][N:4]([CH:3]=[C:10]1[C:11](=[O:15])[CH2:12][CH2:13][CH2:14][C:9]1=[O:16])[CH3:5]

Participants

3

Reactant 2

HCID 104341,3-CyclohexanedioneHCID 78373Dimethylformamide dimethyl acetal

Product 1

HCID 3593532-[(Dimethylamino)methylidene]cyclohexane-1,3-dioneYield 92.2%

Procedure

11.9 g (100 mM) of N.N-dimethylformamide dimethylacetal was dropwise added to 5.6 g (50 mM) of cyclohexane-1,3-dione being stirred in an ice bath. The mixture was subjected to a reaction at 25° C. for 7 hours. The low-boiling substances in the reaction mixture were distilled off. The residue was recrystallized from ethyl acetatehexane to obtain 7.7 g of a desired compound as a yellow crystal with an yield of 92%.

Workup

  1. customThe mixture was subjected to a reaction at 25° C. for 7 hours
  2. distillationThe low-boiling substances in the reaction mixture were distilled off
  3. customThe residue was recrystallized from ethyl acetatehexane

Sources & evidence

ORD record
ord-7587076fb33149aa9deadf872721ad59
Source dataset
uspto-grants-1988_05
Patent number
US04742165

Reaction notes

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