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

HRID 1436860Notes

Reaction equation

HRID 1436860 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]

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 (100 g) is added to solution of Sodium hydroxide (2000 ml 1.4%) and stir until the clear solution is obtained. Further, ethyl acetate (500 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 (70-72 g)

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-cf723a10385b462990eba506c8a07ef3
Source dataset
uspto-grants-2009_11
Patent number
US07619095B2

Reaction notes

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