Sodium Hydroxide → HCID 19031064, compound

HRID 1648594Notes

Reaction equation

HRID 1648594 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-00c33b4a9b6249a0ae6e31fb52ec67e5
Source dataset
uspto-grants-1995_07
Patent number
US05436254

Reaction notes

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