2-(Morpholin-4-yl)-1-(4-nitrophenyl)ethan-1-one → HCID 6488230, compound

HRID 893926Notes

Reaction equation

HRID 893926 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([C:10](=[O:18])[CH2:11][N:12]2[CH2:17][CH2:16][O:15][CH2:14][CH2:13]2)=[CH:6][CH:5]=1)([O-])=O.[H][H]>[Pd].C(O)C>[NH2:1][C:4]1[CH:9]=[CH:8][C:7]([C:10](=[O:18])[CH2:11][N:12]2[CH2:13][CH2:14][O:15][CH2:16][CH2:17]2)=[CH:6][CH:5]=1

Participants

5

Reactant 2

HCID 2297452-(Morpholin-4-yl)-1-(4-nitrophenyl)ethan-1-oneHCID 178418361HCID 178418361, compound

Product 1

HCID 6488230HCID 6488230, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A suspension of 17.6 (0.07 mole) of Compound II and 1.76 g. of 10% palladium on carbon in 175 ml of ethanol was reduced using a Parr Hydrogenator until hydrogen uptake ceased. The catalyst was removed by filtration and the ethanol solution evaporated. The solid thus obtained was recrystallized twice from water and once from toluene whereby 5.1 g. of yellow needles of the Compound I were obtained, m.p. 107°-110° C., U.V.λmax (Am): 318(21,000), 232(6,800).

Workup

  1. customThe catalyst was removed by filtration
  2. customthe ethanol solution evaporated
  3. customThe solid thus obtained
  4. customwas recrystallized twice from water and once from toluene whereby 5.1 g

Sources & evidence

ORD record
ord-2dea4d5aeab3403f9ea644eeb3e9f524
Source dataset
uspto-grants-1981_08
Patent number
US04282206

Reaction notes

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