Dimethylformamide dimethyl acetal → HCID 54034117, compound

HRID 569896Notes

Reaction equation

HRID 569896 reaction equation
[CH3:1][N:2]1[C:6]2[CH2:7][CH2:8][CH2:9][C:10](=[O:12])[CH2:11][C:5]=2[CH:4]=[N:3]1.CO[CH:15](OC)[N:16]([CH3:18])[CH3:17]>>[CH3:15][N:16]([CH:18]=[C:11]1[C:5]2[CH:4]=[N:3][N:2]([CH3:1])[C:6]=2[CH2:7][CH2:8][CH2:9][C:10]1=[O:12])[CH3:17]

Participants

3

Reactant 2

HCID 78373Dimethylformamide dimethyl acetalHCID 20146582HCID 20146582, compound

Product 1

HCID 54034117HCID 54034117, compound

Procedure

A mixture of 27.6 g of 4,6,7,8-tetrahydro-1-methyl-5(1H)-cycloheptapyrazolone and 100 ml of N,N-dimethylformamide dimethyl acetal was heated at reflux for 1.5 hours. The solvent was then removed under reduced pressure and the residue was flash chromatographed (10% methanol in dichloromethane) to give 4-(dimethylaminomethylene)-4,6,7,8-tetrahydro-1-methyl-5(1H)-cycloheptapyrazolone.

Workup

  1. temperaturewas heated
  2. temperatureat reflux for 1.5 hours
  3. customThe solvent was then removed under reduced pressure
  4. customchromatographed (10% methanol in dichloromethane)

Sources & evidence

ORD record
ord-d4fa3f25531f4d0180b591339bf6ce33
Source dataset
uspto-grants-1988_03
Patent number
US04734429

Reaction notes

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