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Sodium Hydroxide → N,N-dipropyl-2-methyl-3-nitrophenylethanamine

HRID 1436861
Notes
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Reaction equation

HRID 1436861 reaction equation
C([O-])(=O)C([O-])=O.[CH3:7][C:8]1[C:13]([N+:14]([O-:16])=[O:15])=[CH:12][CH:11]=[CH:10][C:9]=1[N+](CC)(CCC)CCC.[CH3:26][C:27]1C([N+]([O-])=O)=CC=C[C:28]=1[N+:36](CC)([CH2:40][CH2:41]C)[CH2:37][CH2:38][CH3:39].[OH-].[Na+]>C(OCC)(=O)C>[CH3:7][C:8]1[C:13]([N+:14]([O-:16])=[O:15])=[CH:12][CH:11]=[CH:10][C:9]=1[CH2:41][CH2:40][N:36]([CH2:37][CH2:38][CH3:39])[CH2:28][CH2:27][CH3:26]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 866239722-Methyl-3-nitro-N,N-Di-n-propyl phenyl ethyl ammonium oxalate

Product 1

HCID 13309224N,N-dipropyl-2-methyl-3-nitrophenylethanamine

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

2- Methyl-3-nitro-N,N-di-n-propyl phenyl ethyl ammonium oxalate (34 g) is added to solution of Sodium hydroxide (680 ml, 1.4%) and stir until the clear solution is obtained. Further, ethyl acetate (170 ml) is added and organic layer separated out, washed with brine solution and dried over Sodium sulphate (20 gm). Ethyl acetate is distilled out under vacuum at 50-60° C. to get residue of 2-Methyl-3-nitro-N,N-di-n-propyl phenyl ethyl amine as a free base.

Workup

  1. customis obtained
  2. customorganic layer separated out
  3. washwashed with brine solution
  4. dry with materialdried over Sodium sulphate (20 gm)
  5. distillationEthyl acetate is distilled out under vacuum at 50-60° C.

Sources & evidence

ORD record
ord-544278048d324ab2a13b8757596be8a5
Source dataset
uspto-grants-2009_11
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US07619095B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes