p-Toluenesulfonic acid → HCID 68643976, compound

HRID 2388701Notes

Reaction equation

HRID 2388701 reaction equation
[C:1]([N:4]1[CH2:9][CH2:8][C:7](=O)[CH2:6][CH:5]1[C:11]1[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1)(=[O:3])[CH3:2].[NH:17]1[CH2:21][CH2:20][CH2:19][CH2:18]1.CC1C=CC(S(O)(=O)=O)=CC=1>C1(C)C=CC=CC=1>[C:11]1([CH:5]2[CH:6]=[C:7]([N:17]3[CH2:21][CH2:20][CH2:19][CH2:18]3)[CH2:8][CH2:9][N:4]2[C:1](=[O:3])[CH3:2])[CH:16]=[CH:15][CH:14]=[CH:13][CH:12]=1

Participants

5

Reactant 3

HCID 6101p-Toluenesulfonic acidHCID 31268PyrrolidineHCID 575503031-Acetyl-2-phenylpiperidin-4-one

Product 1

HCID 68643976HCID 68643976, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

To a mixture of 1-acetyl-2-phenylpiperidin-4-one (3.364 mmol, 1.0 eq.) and pyrrolidine (3.7 mmol, 1.1 eq.) in toluene (16 ml) was added PTSA (0.336 mmol, 0.1 eq.) and the reaction mixture was heated to reflux for 5 h using a Dean-Stark apparatus. After completion of the reaction, the solvent was evaporated under reduced pressure to obtain the crude product which was used in the next step without further purification.

Workup

  1. temperaturethe reaction mixture was heated
  2. temperatureto reflux for 5 h
  3. customAfter completion of the reaction
  4. customthe solvent was evaporated under reduced pressure

Sources & evidence

ORD record
ord-abe1104a17c7417c91c766dfe9bf8f03
Source dataset
uspto-grants-2012_09
Patent number
US08268814B2

Reaction notes

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