Piperidine → HCID 66616439, compound

HRID 1917274Notes

Reaction equation

HRID 1917274 reaction equation
[C:1]([N:4]1[CH2:9][CH2:8][C:7](=O)[CH2:6][CH2:5]1)(=[O:3])[CH3:2].[NH:11]1[CH2:16][CH2:15][CH2:14][CH2:13][CH2:12]1.O.C1(C)C=CC(S(O)(=O)=O)=CC=1>C1(C)C=CC=CC=1>[N:11]1([C:7]2[CH2:6][CH2:5][N:4]([C:1](=[O:3])[CH3:2])[CH2:9][CH:8]=2)[CH2:16][CH2:15][CH2:14][CH2:13][CH2:12]1

Participants

5

Reactant 3

HCID 8082PiperidineHCID 122563N-Acetyl-4-piperidoneHCID 521998p-Toluenesulfonic acid monohydrate

Product 1

HCID 66616439HCID 66616439, compound

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A flask equipped with a Dean-Stark trap and a reflux condenser was charged with 1-acetyl-piperdin-4-one (100 g, 0.71 mol) and toluene (1 L). Piperidine (63.4 g, 0.75 mol) and p-toluenesulfonic acid monohydrate (0.27 g, 1.4 mmol, 0.2 mol %) were added, and the resulting solution was heated at reflux for 8 h. The mixture was cooled to rt and concentrated to give a crude product which was used directly in the next reaction.

Workup

  1. customA flask equipped with a Dean-Stark trap and a reflux condenser
  2. temperaturethe resulting solution was heated
  3. temperatureat reflux for 8 h
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-bf26c4e9f9c34767a19d0300cde6a039
Source dataset
uspto-grants-2013_12
Patent number
US08618288B2

Reaction notes

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