Potassium Carbonate → HCID 178486054, compound

HRID 406014Notes

Reaction equation

HRID 406014 reaction equation
C(=O)([O-])[O-].[K+].[K+].[C:7]([O:11][C:12]([N:14]([CH3:30])[C@@H:15]1[CH2:20][CH2:19][C@H:18]([O:21]C(=O)C2C=CC=CC=2)[CH2:17][CH2:16]1)=[O:13])([CH3:10])([CH3:9])[CH3:8].[OH-].[Na+]>CO.CCOC(C)=O>[C:7]([O:11][C:12](=[O:13])[N:14]([C@H:15]1[CH2:16][CH2:17][C@@H:18]([OH:21])[CH2:19][CH2:20]1)[CH3:30])([CH3:10])([CH3:8])[CH3:9]

Participants

6

Reactant 3

HCID 11430Potassium CarbonateHCID 14798Sodium HydroxideHCID 178486062HCID 178486062, compound

Product 1

HCID 178486054HCID 178486054, compound

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 8857Ethyl AcetateSolvent

Procedure

0.807 g potassium carbonate were added to a solution of 1.3 g cis-benzoic acid 4-(tert-butoxycarbonyl-methyl-amino)-cyclohexyl ester in 10 ml methanol. The reaction mixture was stirred at rt overnight. 2 ml sodium hydroxide solution (2M) were added and the mixture was stirred for 4 hours. After that time the mixture was diluted with EtOAc and washed with water and brine. The organic phase was passed through a hydrophobic frit and the solvent was evaporated. Purification was achieved by silica gel column chromatography (gradient: 100% i-hex.→100% methylene chloride→20:1 methylene chloride/methanol).

Workup

  1. stirringthe mixture was stirred for 4 hours
  2. washwashed with water and brine
  3. customthe solvent was evaporated
  4. customPurification

Sources & evidence

ORD record
ord-ba2ac214d17d4d509b18af7ab5601b34
Source dataset
uspto-grants-2014_06
Patent number
US08754079B2

Reaction notes

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