HCID 2827470, compound → 4-Amino-N-(1-phenylethyl)benzamide

HRID 1701853Notes

Reaction equation

HRID 1701853 reaction equation
[N+:1]([C:4]1[CH:20]=[CH:19][C:7]([C:8]([NH:10][CH:11]([CH3:18])[C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)=[O:9])=[CH:6][CH:5]=1)([O-])=O.[H][H]>C(O)C.[Pd]>[NH2:1][C:4]1[CH:5]=[CH:6][C:7]([C:8]([NH:10][CH:11]([CH3:18])[C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)=[O:9])=[CH:19][CH:20]=1

Participants

5

Reactant 2

HCID 2827470HCID 2827470, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 1261574-Amino-N-(1-phenylethyl)benzamide

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A solution of 5 g (0.018 mole) of 4-nitro-N(alpha-methylbenzyl)-benzamide (#3) in 200-ml of absolute ethanol was added to a Paar hydrogenation bottle. To the solution was added a 0.4 g sample of 5% palladium on charcoal and the bottle placed on a Paar low-pressure hydrogenation apparatus. The mixture was shaken at room temperature in the presence of 45 p.s.i. of hydrogen for 2.5 hours. The catalyst was then removed by filtration through celite and the ethanol evaporated to yield the desired compound, 4-amino-N-(alpha-methylbenzyl)-benzamide (#4). Recrystallization from benzene produced the compound in pure form.

Workup

  1. customThe catalyst was then removed by filtration through celite
  2. customthe ethanol evaporated

Sources & evidence

ORD record
ord-58bfede108ec42d39df52026ab205b00
Source dataset
uspto-grants-1983_04
Patent number
US04379165

Reaction notes

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