Sodium Hydroxide → HCID 53901628, compound

HRID 1034005Notes

Reaction equation

HRID 1034005 reaction equation
[CH2:1]([O:3][C:4]1[CH:16]=[C:15]([CH2:17][C:18]([NH:20][CH:21]([C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][C:26]=2[N:31]2[CH2:36][CH2:35][CH2:34][CH2:33][CH2:32]2)[CH2:22][CH2:23][CH3:24])=[O:19])[CH:14]=[CH:13][C:5]=1[CH:6]=[CH:7][C:8]([O:10]CC)=[O:9])[CH3:2].[OH-].[Na+]>C(O)C>[CH2:1]([O:3][C:4]1[CH:16]=[C:15]([CH2:17][C:18]([NH:20][CH:21]([C:25]2[CH:30]=[CH:29][CH:28]=[CH:27][C:26]=2[N:31]2[CH2:32][CH2:33][CH2:34][CH2:35][CH2:36]2)[CH2:22][CH2:23][CH3:24])=[O:19])[CH:14]=[CH:13][C:5]=1[CH:6]=[CH:7][C:8]([OH:10])=[O:9])[CH3:2]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 70219528HCID 70219528, compound

Product 1

HCID 53901628HCID 53901628, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A solution of ethyl 2-ethoxy-4-[N-(1-(2-piperidino-phenyl)-1-butyl)-aminocarbonyl-methyl]-cinnamate (0.49 g, 1 mmol) in ethanol (10 ml) is stirred together with 1N sodium hydroxide solution (2 ml) for 3 days at ambient temperature. The mixture is then concentrated by evaporation in vacuo, water and a few drops of methanol are added to the evaporation residue and this is then adjusted to pH 6 with 1N acetic acid. The precipitate is filtered off, dried and recrystallized from ethyl acetate.

Workup

  1. concentrationThe mixture is then concentrated by evaporation in vacuo, water and a few drops of methanol
  2. additionare added to the evaporation residue
  3. filtrationThe precipitate is filtered off
  4. customdried
  5. customrecrystallized from ethyl acetate

Sources & evidence

ORD record
ord-6f73d6780ac4460cad405177977ef1b9
Source dataset
uspto-grants-1994_05
Patent number
US05312924

Reaction notes

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