4-Phenylpiperidin-4-ol → 7-[3-(4-Hydroxy-4-phenyl-1-piperidyl)propoxy]-3,4-dihydrocarbostyril

HRID 1979776Notes

Reaction equation

HRID 1979776 reaction equation
Cl[CH2:2][CH2:3][CH2:4][O:5][C:6]1[CH:15]=[C:14]2[C:9]([CH2:10][CH2:11][C:12](=[O:16])[NH:13]2)=[CH:8][CH:7]=1.[OH:17][C:18]1([C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)[CH2:23][CH2:22][NH:21][CH2:20][CH2:19]1>C1(C)C=CC=CC=1>[OH:17][C:18]1([C:24]2[CH:29]=[CH:28][CH:27]=[CH:26][CH:25]=2)[CH2:23][CH2:22][N:21]([CH2:2][CH2:3][CH2:4][O:5][C:6]2[CH:15]=[C:14]3[C:9]([CH2:10][CH2:11][C:12](=[O:16])[NH:13]3)=[CH:8][CH:7]=2)[CH2:20][CH2:19]1

Participants

4

Reactant 2

HCID 963874-Phenylpiperidin-4-olHCID 130535297-(3-Chloropropoxy)-3,4-dihydroquinolin-2(1H)-one

Product 1

HCID 130647897-[3-(4-Hydroxy-4-phenyl-1-piperidyl)propoxy]-3,4-dihydrocarbostyril

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

2.4 Grams of 7-(3-chloropropoxy)-3,4-dihydrocarbostyril and 4.0 g of 4-hydroxy-4-phenylpiperidine were mixed with 150 ml of toluene and heated under refluxing condition for 24 hours. After cooling the reaction mixture, the precipitates formed were collected by filtration and washed with water, then recrystallized from ethanol. 2.8 Grams of 7-[3-(4-hydroxy-4-phenyl-1-piperidyl)propoxy]-3,4-dihydrocarbostyril was obtained as in the form of colorless flake-like crystals. Melting point: 215° C.

Workup

  1. temperatureheated
  2. temperatureunder refluxing condition for 24 hours
  3. temperatureAfter cooling the reaction mixture
  4. customthe precipitates formed
  5. filtrationwere collected by filtration
  6. washwashed with water
  7. customrecrystallized from ethanol

Sources & evidence

ORD record
ord-782f5820092c40c9ac12ac10e2246cb6
Source dataset
uspto-grants-1984_11
Patent number
US04482560

Reaction notes

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