Sodium Hydroxide → 4-Benzyloxy-2-nitroaniline

HRID 1679453Notes

Reaction equation

HRID 1679453 reaction equation
C([NH:4][C:5]1[CH:10]=[CH:9][C:8]([O:11][CH2:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)=[CH:7][C:6]=1[N+:19]([O-:21])=[O:20])(=O)C.[OH-].[Na+]>CO.O>[NH2:4][C:5]1[CH:10]=[CH:9][C:8]([O:11][CH2:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)=[CH:7][C:6]=1[N+:19]([O-:21])=[O:20]

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 2658881-Acetamido-4-benzyloxy-2-nitrobenzene

Product 1

HCID 2614974-Benzyloxy-2-nitroaniline

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 962WaterSolvent

Procedure

The 1-acetamido-4-benzyloxy-2-nitrobenzene so produced is treated with sodium hydroxide in methanol, warmed briefly on a steam bath for about 15 minutes until the reaction is complete, diluted with water and extracted with dichloromethane to give 1-amino-4-benzyloxy-2-nitrobenzene.

Workup

  1. temperaturewarmed briefly on a steam bath for about 15 minutes until the reaction
  2. extractionextracted with dichloromethane

Sources & evidence

ORD record
ord-a1289255325e43889dc200c3732198e3
Source dataset
uspto-grants-1978_03
Patent number
US04080461

Reaction notes

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