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

HRID 977086Notes

Reaction equation

HRID 977086 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-ca55285a395d431f921600795056415c
Source dataset
uspto-grants-1997_03
Patent number
US05614521

Reaction notes

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