Sodium Hydroxide → N-(1-adamantyl)-3-(3-nitro-4-aminophenyl)propionamide

HRID 263467Notes

Reaction equation

HRID 263467 reaction equation
[C:1]12([NH:11][C:12](=[O:31])[CH2:13][CH2:14][C:15]3[CH:20]=[CH:19][C:18]([NH:21]C(=O)C(F)(F)F)=[C:17]([N+:28]([O-:30])=[O:29])[CH:16]=3)[CH2:10][CH:5]3[CH2:6][CH:7]([CH2:9][CH:3]([CH2:4]3)[CH2:2]1)[CH2:8]2.[OH-].[Na+]>CO>[C:1]12([NH:11][C:12](=[O:31])[CH2:13][CH2:14][C:15]3[CH:20]=[CH:19][C:18]([NH2:21])=[C:17]([N+:28]([O-:30])=[O:29])[CH:16]=3)[CH2:10][CH:5]3[CH2:4][CH:3]([CH2:9][CH:7]([CH2:6]3)[CH2:8]1)[CH2:2]2

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 19038232HCID 19038232, compound

Product 1

HCID 19038183N-(1-adamantyl)-3-(3-nitro-4-aminophenyl)propionamide

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

0.5 g of N-(1-Adamantyl)-3-(3-nitro-4-trifluoroacetamidophenyl)propionamide (prepared as described in Example 20) was dissolved in 10 ml of methanol. 10 ml of a 2N aqueous solution of sodium hydroxide were then added to the solution, which was then stirred for 3 hours at room temperature. At the end of this time, the methanol was removed by distillation under reduced pressure. Extraction of the residue with ethyl acetate afforded the title compound as an oily substance.

Workup

  1. customAt the end of this time, the methanol was removed by distillation under reduced pressure
  2. extractionExtraction of the residue with ethyl acetate

Sources & evidence

ORD record
ord-0c2348ce5d1e4f3e93c2c8d37a5682f3
Source dataset
uspto-grants-1997_07
Patent number
US05643925

Reaction notes

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