Sodium Hydroxide → HCID 19031064, compound

HRID 266832Notes

Reaction equation

HRID 266832 reaction equation
[Cl-].[Al+3].[Cl-].[Cl-].[C:5]([N:15]([CH:22]1[CH2:27][CH2:26][N:25]([C:28](=O)[C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=2)[CH2:24][CH2:23]1)C1C=CC=CC=1)(=[O:14])[CH:6]=[CH:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1.[OH-:36].[Na+]>ClC1C=CC=CC=1>[C:28]([N:25]1[CH2:24][CH2:23][CH:22]([N:15]2[C:13]3[C:8](=[CH:9][CH:10]=[CH:11][CH:12]=3)[CH:7]=[CH:6][C:5]2=[O:14])[CH2:27][CH2:26]1)(=[O:36])[C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 6451240Aluminum(III) ChlorideHCID 53954084HCID 53954084, compound

Product 1

HCID 19031064HCID 19031064, compound

Reagents, catalysts & solvents 1

HCID 7964ChlorobenzeneSolvent

Procedure

To crushed aluminum chloride (26 g) are added chlorobenzene (26 ml) and N-cinnamoyl-N-(1-benzoyl-4-piperidinyl)aniline (8.7 g) and the mixture is reacted at 110° C. for 1 hour. After cooling, the reaction mixture is poured into ice-water and the mixture is basified with aqueous sodium hydroxide solution. The mixture is extracted with dichloromethane and the solvent is concentrated. The residue is purified by silica gel column chromatography (solvent: methylene chloride) to give 1-(1-benzoyl-4-piperidinyl)carbostyril (5.9 g).

Workup

  1. customthe mixture is reacted at 110° C. for 1 hour
  2. temperatureAfter cooling
  3. extractionThe mixture is extracted with dichloromethane
  4. concentrationthe solvent is concentrated
  5. customThe residue is purified by silica gel column chromatography (solvent: methylene chloride)

Sources & evidence

ORD record
ord-29167ccfd3354430b75f5871116d8387
Source dataset
uspto-grants-1997_07
Patent number
US05652247

Reaction notes

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