1,8-Diazabicyclo(5.4.0)undec-7-ene → HCID 15754171, compound

HRID 1461673Notes

Reaction equation

HRID 1461673 reaction equation
C(O[CH:5]1[CH2:10][CH2:9][N:8]([C:11]([CH3:19])([CH3:18])[C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[C:7](=[O:20])[CH:6]1[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1)(=O)C.C1CCN2C(=NCCC2)CC1>C1(C)C=CC=CC=1>[CH3:19][C:11]([N:8]1[CH2:9][CH2:10][CH:5]=[C:6]([C:21]2[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=2)[C:7]1=[O:20])([CH3:18])[C:12]1[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=1

Participants

4

Reactant 2

HCID 811841,8-Diazabicyclo(5.4.0)undec-7-eneHCID 19978925HCID 19978925, compound

Product 1

HCID 15754171HCID 15754171, compoundYield 85.8%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

4.2 g (0.012 mol) of 4-acetoxy-1-(α,α-dimethylbenzyl)-3-phenyl-2-piperidone prepared by the method of Reference Example 20, was dissolved in 100 ml of toluene, and 2.7 g (0.018 mol) of DBU was added thereto. The mixture was refluxed under heating for 10 minutes. The reaction solution was cooled to room temperature and washed with water. Then, the solvent was distilled off under reduced pressure. The residual solid was recrystallized from ethanol to obtain 3.0 g (yield: 75.0%) of the desired compound.

Workup

  1. temperatureThe mixture was refluxed
  2. temperatureunder heating for 10 minutes
  3. washwashed with water
  4. distillationThen, the solvent was distilled off under reduced pressure
  5. customThe residual solid was recrystallized from ethanol

Sources & evidence

ORD record
ord-870874de4633479e9443de50217dcedf
Source dataset
uspto-grants-1991_12
Patent number
US05076834

Reaction notes

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