Ethanol → HCID 19030901, compound

HRID 266833Notes

Reaction equation

HRID 266833 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 neutiralized 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-4b0e2745c325405daa1d976c236f4a85
Source dataset
uspto-grants-1997_07
Patent number
US05652247

Reaction notes

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