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Sodium Hydroxide → HCID 53898632, compound

HRID 263464
Notes
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Reaction equation

HRID 263464 reaction equation
[C:1]12([NH:11][C:12](=[O:28])[CH:13]=[CH:14][C:15]3[CH:20]=[CH:19][C:18]([O:21]C(=O)C)=[C:17]([N+:25]([O-:27])=[O:26])[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:28])[CH:13]=[CH:14][C:15]3[CH:20]=[CH:19][C:18]([OH:21])=[C:17]([N+:25]([O-:27])=[O:26])[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
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 53874822N-(1-Adamantyl)-4-acetoxy-3-nitrocinnamamide

Product 1

HCID 53898632HCID 53898632, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

1 g of N-(1-adamantyl)-4-acetoxy-3-nitrocinnamamide (prepared as described in Example 1) was dissolved in 30 ml of methanol; 30 ml of a 4N aqueous solution of sodium hydroxide were then added, and the resulting mixture was stirred for 3 hours at room temperature. At the end of this time, the methanol was removed by distillation under reduced pressure. Addition of 3N aqueous hydrochloric acid to the residue afforded crystals of the title compound, melting at 162°-163° C.

Workup

  1. customAt the end of this time, the methanol was removed by distillation under reduced pressure
  2. additionAddition of 3N aqueous hydrochloric acid to the residue

Sources & evidence

ORD record
ord-a20e237348b5499ab64cb91c3f4fabc5
Source dataset
uspto-grants-1997_07
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US05643925

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes