Diethyl acetamide 2-(4-octanoyl phenyl)ethyl malonate → Diethyl acetamide 2(4-octyl phenyl)ethyl malonate

HRID 1595068Notes

Reaction equation

HRID 1595068 reaction equation
[CH2:1]([CH:3]([CH2:7][CH3:8])[C:4]([NH2:6])=[O:5])[CH3:2].[C:9]([O:15][CH2:16][CH2:17][C:18]1[CH:23]=[CH:22][C:21]([C:24](=O)[CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH3:31])=[CH:20][CH:19]=1)(=[O:14])[CH2:10][C:11]([O-:13])=[O:12]>C(O)C.[C].[Pd]>[CH2:1]([CH:3]([CH2:7][CH3:8])[C:4]([NH2:6])=[O:5])[CH3:2].[C:9]([O:15][CH2:16][CH2:17][C:18]1[CH:23]=[CH:22][C:21]([CH2:24][CH2:25][CH2:26][CH2:27][CH2:28][CH2:29][CH2:30][CH3:31])=[CH:20][CH:19]=1)(=[O:14])[CH2:10][C:11]([O-:13])=[O:12]

Participants

4

Reactant 1

HCID 86757349Diethyl acetamide 2-(4-octanoyl phenyl)ethyl malonate

Product 1

HCID 86757350Diethyl acetamide 2(4-octyl phenyl)ethyl malonate

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 702EthanolSolvent

Procedure

Diethyl acetamide-2-(4-octanoyl phenyl)ethyl malonate prepared in the step J (923 g) was stirred in ethanol (10 L) under atmosphere of hydrogen in the presence of 5% palladium carbon (138 g) overnight. The catalyst was removed by filtration, and the filtrate was concentrated. The residue was recrystallized from hexane to obtain diethyl acetamide-2(4-octyl phenyl)ethyl malonate (670 g) in the form of colorless crystal.

Workup

  1. customThe catalyst was removed by filtration
  2. concentrationthe filtrate was concentrated
  3. customThe residue was recrystallized from hexane

Sources & evidence

ORD record
ord-274954d32654499ebdf5cb5ad55ef665
Source dataset
uspto-grants-2001_09
Patent number
US06284915B1

Reaction notes

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