HCID 20268268, compound → HCID 13371470, compound

HRID 1719427Notes

Reaction equation

HRID 1719427 reaction equation
C([O:8][C:9]1[CH:14]=[CH:13][C:12]([NH:15][C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=2[C:22](=[O:24])[CH3:23])=[CH:11][CH:10]=1)C1C=CC=CC=1>C(O)C.C(O)(=O)C.[Pd]>[OH:8][C:9]1[CH:14]=[CH:13][C:12]([NH:15][C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=2[C:22](=[O:24])[CH3:23])=[CH:11][CH:10]=1

Participants

5

Reactant 1

HCID 20268268HCID 20268268, compound

Product 1

HCID 13371470HCID 13371470, compoundYield 55.9%

Reagents, catalysts & solvents 3

HCID 23938PalladiumCatalystHCID 176Acetic AcidSolventHCID 702EthanolSolvent

Procedure

1-[2-(4-Benzyloxyphenylamino)phenyl]ethanone (9 g) in 900 ml of ethanol and 90 ml of acetic acid was hydrogenated in the presence of 1 g of 10% palladium-on-carbon catalyst. The product was isolated and recrystallized from acetonitrile to yield 3.6 g of 1-[2-(4-hydroxyphenylamino)phenyl]ethanone, orange solid, m.p. 168°-169° C.

Workup

  1. customThe product was isolated
  2. customrecrystallized from acetonitrile

Sources & evidence

ORD record
ord-06a1f2405f9941e39bc920fc75120192
Source dataset
uspto-grants-1985_09
Patent number
US04539429

Reaction notes

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