Acetone → HCID 205888, compound

HRID 846631Notes

Reaction equation

HRID 846631 reaction equation
[CH2:1](Br)[CH:2]=[CH:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=1.[NH:11]1[CH2:16][CH2:15][NH:14][CH2:13][CH2:12]1.[CH3:17][C:18](C)=[O:19].C(=O)([O-])[O-].[K+].[K+]>O>[C:18]([N:11]1[CH2:16][CH2:15][N:14]([CH2:1][CH:2]=[CH:3][C:4]2[CH:9]=[CH:8][CH:7]=[CH:6][CH:5]=2)[CH2:13][CH2:12]1)(=[O:19])[CH3:17]

Participants

6

Reactant 4

HCID 180AcetoneHCID 4837PiperazineHCID 11430Potassium CarbonateHCID 98116Bromomethylstyrene

Product 1

HCID 205888HCID 205888, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

5 Grams of cinnamyl bromide, 5 g of anhydrous piperazine and 50 ml of acetone solution containing 8.4 g of anhydrous potassium carbonate were refluxed for 6 hours. To the reaction mixture was added water and the whole mixture was extracted with chloroform. The chloroform layer was washed with water, dried and the solvent was removed by evaporation. 2.2 Grams of 1-acetyl-4-cinnamylpiperazine thus obtained was dissolved in 80% of methanol, and 2 g of potassium hydroxide was added thereto, then the mixture was refluxed for 8 hours. To the reaction mixture was added water, and the whole mixture was extracted with chloroform, washed with water, dried, and chloroform was removed by evaporation. The residue thus obtained was purified by means of a silica gel column chromatography (eluent: chloroform and chloroform:methanol=30:1) to yield 1.2 g of N-cinnamylpiperazine.

Workup

  1. temperaturewere refluxed for 6 hours
  2. extractionthe whole mixture was extracted with chloroform
  3. washThe chloroform layer was washed with water
  4. customdried
  5. customthe solvent was removed by evaporation

Sources & evidence

ORD record
ord-2421b96fb318410fa835146fb4107089
Source dataset
uspto-grants-1992_08
Patent number
US05137889

Reaction notes

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