4-(4-Nitrobenzyl)morpholine → 4-(Morpholinomethyl)aniline

HRID 1067956Notes

Reaction equation

HRID 1067956 reaction equation
[N+:1]([C:4]1[CH:16]=[CH:15][C:7]([CH2:8][N:9]2[CH2:14][CH2:13][O:12][CH2:11][CH2:10]2)=[CH:6][CH:5]=1)([O-])=O.[H][H]>C(OCC)(=O)C>[NH2:1][C:4]1[CH:16]=[CH:15][C:7]([CH2:8][N:9]2[CH2:14][CH2:13][O:12][CH2:11][CH2:10]2)=[CH:6][CH:5]=1

Participants

4

Reactant 2

HCID 7831834-(4-Nitrobenzyl)morpholineHCID 178418361HCID 178418361, compound

Product 1

HCID 7768514-(Morpholinomethyl)aniline

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

To a solution of 4-(4-Nitrobenzyl)morpholine from Preparation No. 21 (0.89 g) in ethyl acetate (10 mL) is added 5% platinuim on carbon (0.04 g). The reaction is shaken under 30 psi of hydrogen gas for 1 hour. The mixture is filtered with ethyl acetate washes. The filtrate is concentrated under reduced pressure to afford 0.71 g of the title compound as a yellow solid.

Workup

  1. filtrationThe mixture is filtered with ethyl acetate washes
  2. concentrationThe filtrate is concentrated under reduced pressure

Sources & evidence

ORD record
ord-2bafb59bd8f545b49fe5491c92341f25
Source dataset
uspto-grants-2001_06
Patent number
US06248739B1

Reaction notes

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