Sodium Chloride → HCID 59294618, compound

HRID 2195613Notes

Reaction equation

HRID 2195613 reaction equation
C(=O)([O-])[O-].[K+].[K+].[C:7](Cl)(=[O:16])[O:8][CH2:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1.[CH3:18][C:19]1[CH:33]=[CH:32][C:22]([C:23]([N:25]2[CH2:30][CH2:29][CH2:28][C@@H:27]([NH2:31])[CH2:26]2)=[O:24])=[CH:21][CH:20]=1.[Cl-].[Na+]>ClC1C=CC=CC=1>[CH3:18][C:19]1[CH:20]=[CH:21][C:22]([C:23]([N:25]2[CH2:30][CH2:29][CH2:28][C@@H:27]([NH:31][C:7]([O:8][CH2:9][C:10]3[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=3)=[O:16])[CH2:26]2)=[O:24])=[CH:32][CH:33]=1

Participants

6

Reactant 4

HCID 5234Sodium ChlorideHCID 10387Benzyl chloroformateHCID 11430Potassium CarbonateHCID 28875263HCID 28875263, compound

Product 1

HCID 59294618HCID 59294618, compoundYield 96.8%

Reagents, catalysts & solvents 1

HCID 7964ChlorobenzeneSolvent

Conditions

Temperature
15 °C

Procedure

Potassium carbonate (0.15 g) and benzyl chlorocarbonate (0.18 g) were added to the aqueous solution of (R)-1-(p-methylbenzoyl)-3-aminopiperidine obtained in Example 13 (amount: 3 g). The mixture was stirred at 15° C. for 3 hours, and chlorobenzene (3 ml) and sodium chloride (0.5 g) were added. 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 oil (0.36 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-e8710a8551c0416f8f5ef44d4fa9c98a
Source dataset
uspto-grants-2012_12
Patent number
US08338142B2

Reaction notes

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