Sodium Hydroxide → N-methyl-1-(4-nitrophenyl)methanamine

HRID 856658

Reaction equation

HRID 856658 reaction equation
[CH3:1][N:2]([CH2:9][C:10]1[CH:15]=[CH:14][C:13]([N+:16]([O-:18])=[O:17])=[CH:12][CH:11]=1)C(=O)C(F)(F)F.[OH-].[Na+]>CO>[CH3:1][NH:2][CH2:9][C:10]1[CH:11]=[CH:12][C:13]([N+:16]([O-:18])=[O:17])=[CH:14][CH:15]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 21953032N-methyl-N-(4-nitrobenzyl)trifluoroacetoamide

Product 1

HCID 409440N-methyl-1-(4-nitrophenyl)methanamineYield 90.5%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

To a solution of N-methyl-N-(4-nitrobenzyl)trifluoroacetoamide (11.82 g) in methanol (200 ml) was added 1N aqueous solution of sodium hydroxide (50 ml) at room temperature. The mixture was stirred at room temperature for 24 hours, and concentrated under reduced pressure. The mixture was extracted with ethyl acetate and dried over magnesium sulfate. The mixture was concentrated under reduced pressure, to give methyl(4-nitrobenzyl)amine (6.78 g).

Workup

  1. concentrationconcentrated under reduced pressure
  2. extractionThe mixture was extracted with ethyl acetate
  3. dry with materialdried over magnesium sulfate
  4. concentrationThe mixture was concentrated under reduced pressure

Sources & evidence

ORD record
ord-28bdd760140a41e99235eed51e855ef0
Source dataset
uspto-grants-2007_08
Patent number
US07262185B2

Linked notes

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