HCID 54229427, compound → 4-[(1-Methylpyrrolidin-2-yl)methyl]aniline

HRID 1278045

Reaction equation

HRID 1278045 reaction equation
[CH3:1][N:2]1[CH2:6][CH2:5][CH2:4][C:3]1=[CH:7][C:8]1[CH:13]=[CH:12][C:11]([N+:14]([O-])=O)=[CH:10][CH:9]=1>C(O)C.[Pt].[H][H]>[NH2:14][C:11]1[CH:12]=[CH:13][C:8]([CH2:7][CH:3]2[CH2:4][CH2:5][CH2:6][N:2]2[CH3:1])=[CH:9][CH:10]=1

Participants

4

Reactant 1

HCID 54229427HCID 54229427, compound

Product 1

HCID 131869044-[(1-Methylpyrrolidin-2-yl)methyl]aniline

Reagents, catalysts & solvents 2

HCID 178506450HCID 178506450, compoundCatalystHCID 702EthanolSolvent

Procedure

Reduce 8.5 g of 1-methyl-2-(4-nitrobenzylidene)pyrrolidine in ethanol with platinum/hydrogen. Remove the catalyst and solvent and recrystallize from n-hexane to obtain 3.6 g (49% of theory) of title compound (m.p. 59° to 61°).

Workup

  1. customRemove the catalyst and solvent
  2. customrecrystallize from n-hexane

Sources & evidence

ORD record
ord-f681424255904487938adf5da61e69e1
Source dataset
uspto-grants-1981_07
Patent number
US04279918

Linked notes

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