Sodium Chloride → HCID 59294620, compound

HRID 2195607Notes

Reaction equation

HRID 2195607 reaction equation
[C:1](Cl)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:10][C:11]1[CH:25]=[CH:24][C:14]([C:15]([N:17]2[CH2:22][CH2:21][CH2:20][C@@H:19]([NH2:23])[CH2:18]2)=[O:16])=[CH:13][CH:12]=1.[OH-].[Na+].[Cl-].[Na+]>ClC1C=CC=CC=1>[CH3:10][C:11]1[CH:12]=[CH:13][C:14]([C:15]([N:17]2[CH2:22][CH2:21][CH2:20][C@@H:19]([NH:23][C:1](=[O:8])[C:2]3[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=3)[CH2:18]2)=[O:16])=[CH:24][CH:25]=1

Participants

6

Reactant 4

HCID 5234Sodium ChlorideHCID 7412Benzoyl chlorideHCID 14798Sodium HydroxideHCID 28875263HCID 28875263, compound

Product 1

HCID 59294620HCID 59294620, compoundYield 95.9%

Reagents, catalysts & solvents 1

HCID 7964ChlorobenzeneSolvent

Conditions

Temperature
15 °C

Procedure

Benzoyl chloride (0.15 g) was added to the aqueous solution of (R)-1-(p-methylbenzoyl)-3-aminopiperidine obtained in Example 13 (amount: 3 g), and the pH of the mixture was kept from 8.0 to 9.0 using sodium hydroxide. The mixture was stirred at 15° C. for 3 hours. Chlorobenzene (3 ml) and sodium chloride (0.5 g) were added thereto, and then the mixture was stirred at 90° C. for 10 minutes. The water layer was removed, and the solvent was evaporated under reduced pressure to obtain the title compound as yellow crystal (0.33 g, yield: 73%).

Workup

  1. stirringthe mixture was stirred at 90° C. for 10 minutes
  2. customThe water layer was removed
  3. customthe solvent was evaporated under reduced pressure

Sources & evidence

ORD record
ord-bb4ac6c373a042c095badf3e951767a1
Source dataset
uspto-grants-2012_12
Patent number
US08338142B2

Reaction notes

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