1,3-Cyclohexanedione → HCID 19030881, compound

HRID 266836Notes

Reaction equation

HRID 266836 reaction equation
[C:1]1(=O)[CH2:6][CH2:5][CH2:4][C:3](=[O:7])[CH2:2]1.[NH2:9][CH:10]1[CH2:15][CH2:14][N:13]([CH2:16][C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[CH2:12][CH2:11]1>C1(C)C=CC=CC=1>[CH2:16]([N:13]1[CH2:14][CH2:15][CH:10]([NH:9][C:1]2[CH2:6][CH2:5][CH2:4][C:3](=[O:7])[CH:2]=2)[CH2:11][CH2:12]1)[C:17]1[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=1

Participants

4

Reactant 2

HCID 104341,3-CyclohexanedioneHCID 4158521-Benzyl-4-piperidylamine

Product 1

HCID 19030881HCID 19030881, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

1,3-Cyclohexanedione (10.0 g) is dissolved in toluene (100 ml) with heating and thereto is added 4-amino-1-benzylpiperidine (18.6 ml). The mixture is refluxed for 2 hours by using Dean-Stark apparatus. After cooling, the precipitated crystal is washed with diethyl ether, and recrystallized from toluene to give 1-(1-benzyl-4-piperidinylamino)-1-cyclohexen-3-on (24.2 g) as light yellow prisms, m.p.: 171°-172° C.

Workup

  1. temperaturewith heating
  2. temperatureThe mixture is refluxed for 2 hours
  3. temperatureAfter cooling
  4. washthe precipitated crystal is washed with diethyl ether
  5. customrecrystallized from toluene

Sources & evidence

ORD record
ord-9006f2f797e041d6a3613533e2d63374
Source dataset
uspto-grants-1997_07
Patent number
US05652247

Reaction notes

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