4-(4-Nitro-2-(trifluoromethyl)phenyl)morpholine → 4-Morpholino-3-(trifluoromethyl)aniline

HRID 2241911Notes

Reaction equation

HRID 2241911 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([N:10]2[CH2:15][CH2:14][O:13][CH2:12][CH2:11]2)=[C:6]([C:16]([F:19])([F:18])[F:17])[CH:5]=1)([O-])=O>[Pt](=O)=O.CO>[O:13]1[CH2:12][CH2:11][N:10]([C:7]2[CH:8]=[CH:9][C:4]([NH2:1])=[CH:5][C:6]=2[C:16]([F:18])([F:19])[F:17])[CH2:15][CH2:14]1

Participants

4

Reactant 1

HCID 6128564-(4-Nitro-2-(trifluoromethyl)phenyl)morpholine

Product 1

HCID 27713294-Morpholino-3-(trifluoromethyl)anilineYield 58%

Reagents, catalysts & solvents 2

HCID 345198Adams' catalystCatalystHCID 887MethanolSolvent

Procedure

A mixture of 4-[4-nitro-2-(trifluoromethyl)phenyl]morpholine (compound of Reference Example 2; 1.20 g, 4.344 mmol), platinum(IV) oxide (0.10 g) and methanol (12 ml) was stirred at room temperature for 12.5 hours under hydrogen atmosphere. The reaction mixture was filtered and the residue obtained by evaporation of the solvent of the filtrate under reduced pressure was washed with n-hexane to give the title compound (0.62 g, 58%) as a colorless crystal.

Workup

  1. filtrationThe reaction mixture was filtered
  2. customthe residue obtained by evaporation of the solvent of the filtrate under reduced pressure
  3. washwas washed with n-hexane

Sources & evidence

ORD record
ord-94bc5a01980a45948f8fcd0f231bdc88
Source dataset
uspto-grants-2010_03
Patent number
US07671058B2

Reaction notes

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