HCID 54245016, compound → HCID 10870990, compound

HRID 356578Notes

Reaction equation

HRID 356578 reaction equation
[C:1]([O:5][C:6]([NH:8][CH2:9][CH2:10][CH2:11][O:12][C:13]1[CH:14]=[CH:15][C:16]([N+:23]([O-])=O)=[C:17]([C:19](=[O:22])[CH:20]=[CH2:21])[CH:18]=1)=[O:7])([CH3:4])([CH3:3])[CH3:2]>C(O)C.[C].[Pd]>[C:1]([O:5][C:6]([NH:8][CH2:9][CH2:10][CH2:11][O:12][C:13]1[CH:14]=[CH:15][C:16]([NH2:23])=[C:17]([C:19](=[O:22])[CH2:20][CH3:21])[CH:18]=1)=[O:7])([CH3:2])([CH3:3])[CH3:4]

Participants

4

Reactant 1

HCID 54245016HCID 54245016, compound

Product 1

HCID 10870990HCID 10870990, compoundYield 83%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 702EthanolSolvent

Procedure

1-[5'-(3"-t-Butoxycarbonylaminopropyloxy)-2'-nitrophenyl]-2-propen-1-one (325 mg) is dissolved in ethanol (15 ml), and thereto is added 10% palladium-carbon (40 mg), and the mixture is stirred for 1.5 hour under hydrogen atmosphere. The catalyst is removed by filtration, and the filtrate is concentrated, and the residue is purified by silica gel column chromatography to give 1-[5'-(3"-t-butoxycarbonylaminopropyloxy)-2'-aminophenyl]-propan-1-one (248 mg) as a yellow powder.

Workup

  1. customThe catalyst is removed by filtration
  2. concentrationthe filtrate is concentrated
  3. customthe residue is purified by silica gel column chromatography

Sources & evidence

ORD record
ord-fad2c1e312ac467ca10d5db148028337
Source dataset
uspto-grants-1998_11
Patent number
US05837673

Reaction notes

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