Ethanol → HCID 19030901, compound

HRID 1708308Notes

Reaction equation

HRID 1708308 reaction equation
[CH3:1][O:2][C:3]1[CH:32]=[C:31]([O:33][CH2:34][CH3:35])[CH:30]=[CH:29][C:4]=1[C:5]([N:7]1[CH2:12][CH2:11][CH:10]([N:13]2[C:23]3[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=3)[CH2:17][CH:16]([C:24]([O:26]CC)=[O:25])[C:14]2=[O:15])[CH2:9][CH2:8]1)=[O:6].[OH-].[Na+].C(O)C>O>[CH3:1][O:2][C:3]1[CH:32]=[C:31]([O:33][CH2:34][CH3:35])[CH:30]=[CH:29][C:4]=1[C:5]([N:7]1[CH2:8][CH2:9][CH:10]([N:13]2[C:23]3[C:18](=[CH:19][CH:20]=[CH:21][CH:22]=3)[CH2:17][CH:16]([C:24]([OH:26])=[O:25])[C:14]2=[O:15])[CH2:11][CH2:12]1)=[O:6]

Participants

5

Reactant 3

HCID 702EthanolHCID 14798Sodium HydroxideHCID 19030985HCID 19030985, compound

Product 1

HCID 19030901HCID 19030901, compoundYield 84.1%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent2×

Procedure

To 1-[1-(2-methoxy-4-ethoxybenzoyl)-4-piperidinyl]-3-ethoxycarbonyl-3,4-dihydrocarbostyril (0.48 g) are added sodium hydroxide (0.2 g), water (4 ml) and ethanol (10 ml) and the mixture is stirred at room temperature for 30 minutes. Water is added to the reaction mixture and the mixture is extracted with ethyl acetate. The aqueous layer is neutralized with acetic acid and extracted with dichloromethane. The extract is concentrated to give 1-[1-(2-methoxy-4-ethoxybenzoyl)-4-piperidinyl]-3-carboxy-3,4-dihydrocarbostyril (0.38 g) as white amorphous form.

Workup

  1. extractionthe mixture is extracted with ethyl acetate
  2. extractionextracted with dichloromethane
  3. concentrationThe extract is concentrated

Sources & evidence

ORD record
ord-8c2f23f24feb4c21b16d6841181ae64f
Source dataset
uspto-grants-1994_10
Patent number
US05356904

Reaction notes

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