N-4-Piperidylbenzamide → 2-(4-Benzamidopiperidino)ethylhydroxymethyl ketone

HRID 1730368Notes

Reaction equation

HRID 1730368 reaction equation
[C:1]([NH:9][CH:10]1[CH2:15][CH2:14][NH:13][CH2:12][CH2:11]1)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[OH:16][CH2:17][C:18]([CH:20]=[CH2:21])=[O:19]>C(O)C>[C:1]([NH:9][CH:10]1[CH2:15][CH2:14][N:13]([CH2:21][CH2:20][CH:18]([C:17]([CH:1]([OH:8])[CH2:2][CH2:3][N:13]2[CH2:14][CH2:15][CH:10]([NH:9][C:1](=[O:8])[C:2]3[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=3)[CH2:11][CH2:12]2)=[O:16])[OH:19])[CH2:12][CH2:11]1)(=[O:8])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 118120N-4-PiperidylbenzamideHCID 12369703Hydroxymethylvinyl ketone

Product 1

HCID 867341932-(4-Benzamidopiperidino)ethylhydroxymethyl ketone

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

4-Benzamidopiperidine (2.4 g.) in ethanol (15 ml.) was added to hydroxymethylvinyl ketone (2.0 g.). An exothermic reaction occured and crystallisation occurred on cooling to give 2-(4-benzamidopiperidino)ethylhydroxymethyl ketone, m.p. 154°-155° C. (Found: C, 65.9; H, 7.7; N, 9.5; C16H22N2O3 requires C, 66.2; H, 7.6; N, 9.65%).

Workup

  1. customAn exothermic reaction
  2. customcrystallisation
  3. temperatureon cooling

Sources & evidence

ORD record
ord-0b7730f399e14c219eceeba3421a8519
Source dataset
uspto-grants-1976_11
Patent number
US03992389

Reaction notes

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