Ethanol → 3-(Morpholine-4-carbonyl)aniline

HRID 1261988Notes

Reaction equation

HRID 1261988 reaction equation
[N:1]1([C:7]([C:9]2[CH:14]=[CH:13][CH:12]=[C:11]([N+:15]([O-])=O)[CH:10]=2)=[O:8])[CH2:6][CH2:5][O:4][CH2:3][CH2:2]1.C(O)C.[H][H]>[Pd]>[NH2:15][C:11]1[CH:10]=[C:9]([C:7]([N:1]2[CH2:2][CH2:3][O:4][CH2:5][CH2:6]2)=[O:8])[CH:14]=[CH:13][CH:12]=1

Participants

5

Reactant 3

HCID 702EthanolHCID 225453Morpholino(3-nitrophenyl)methanoneHCID 178418361HCID 178418361, compound

Product 1

HCID 64850643-(Morpholine-4-carbonyl)aniline

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

Morpholin-4-yl-(3-nitro-phenyl)-methanone (2.74 g, 11.6 mmol) was dissolved in Ethanol (30.0 mL, 514 mmol) and the solution was carefully added to a Parr vessel containing 10% Palladium on Carbon (0.750 g, 56.2 mmol) under nitrogen. The mixture was then placed on a Parr hydrogenation apparatus and was allowed to shake at 55 psi until uptake of hydrogen ceased. The catalyst was then filtered to afford (3-Amino-phenyl)-morpholin-4-yl-methanone without further purification. (M+H)=207.6.

Workup

  1. additionthe solution was carefully added to a Parr vessel
  2. filtrationThe catalyst was then filtered

Sources & evidence

ORD record
ord-1197d50462cf44c4946d8dbaf99ae722
Source dataset
uspto-grants-2013_06
Patent number
US08471005B2

Reaction notes

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