Water → 4-(4-Aminophenyl)morpholin-3-one

HRID 1817783Notes

Reaction equation

HRID 1817783 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([N:10]2[CH2:15][CH2:14][O:13][CH2:12][C:11]2=[O:16])=[CH:6][CH:5]=1)([O-])=O.[H][H].O>C(O)C.[Pd]>[NH2:1][C:4]1[CH:5]=[CH:6][C:7]([N:10]2[CH2:15][CH2:14][O:13][CH2:12][C:11]2=[O:16])=[CH:8][CH:9]=1

Participants

6

Reactant 3

HCID 962WaterHCID 114473754-(4-Nitrophenyl)-morpholin-3-ONHCID 178418361HCID 178418361, compound

Product 1

HCID 111948544-(4-Aminophenyl)morpholin-3-one

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent2×

Conditions

Temperature
40 °C

Procedure

60 g (0.27 mol) of 4-(4-nitrophenyl)-3-morpholinone (VII) are suspended in 480 g of ethanol, admixed with 3 g of palladium on activated carbon (5%) and contacted with 5 bar of hydrogen at 80° C. for one hour. After hydrogenation has ended, the suspension is admixed with 80 g of ethanol and 270 g of water and heated to 40° C., and the catalyst is filtered off. The solution is concentrated under reduced pressure and the remaining solid is dried to constant weight at 50° C. under reduced pressure.

Workup

  1. filtrationthe catalyst is filtered off
  2. concentrationThe solution is concentrated under reduced pressure
  3. customthe remaining solid is dried to constant weight at 50° C. under reduced pressure

Sources & evidence

ORD record
ord-65cfb557a1e943d98931f1c3bcf4276d
Source dataset
uspto-grants-2009_10
Patent number
US07598378B2

Reaction notes

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