1-Heptanamine → HCID 22924144, compound

HRID 2258019Notes

Reaction equation

HRID 2258019 reaction equation
[CH:1]([C:3]1[CH:17]=[CH:16][C:6]([O:7][C:8]([CH3:15])([CH3:14])[C:9]([O:11][CH2:12][CH3:13])=[O:10])=[CH:5][CH:4]=1)=O.[CH2:18]([NH2:25])[CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH3:24].[H][H]>C(O)C.[Pd]>[CH2:12]([O:11][C:9](=[O:10])[C:8]([O:7][C:6]1[CH:16]=[CH:17][C:3]([CH2:1][NH:25][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH3:24])=[CH:4][CH:5]=1)([CH3:15])[CH3:14])[CH3:13]

Participants

6

Reactant 3

HCID 81271-HeptanamineHCID 13134808Ethyl 2-(4-formylphenoxy)-2-methylpropanoateHCID 178418361HCID 178418361, compound

Product 1

HCID 22924144HCID 22924144, compoundYield 92.6%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

The product from step (a) (4.72 g) was dissolved in absolute ethanol (140 ml) and n-heptylamine (2.3 g, Aldrich) added. The resulting solution was refluxed for one hour, 10% Pd/C added and the suspension placed on a Paar hydrogenation apparatus--uptake of hydrogen ceased after approximately ten minutes. The suspension was filtered and the filtrate evaporated in vacuo to give the desired product as a clear oil (6.2 g).

Workup

  1. temperatureThe resulting solution was refluxed for one hour
  2. filtrationThe suspension was filtered
  3. customthe filtrate evaporated in vacuo

Sources & evidence

ORD record
ord-b47d8b26e68f446184322f043665dad8
Source dataset
uspto-grants-1997_08
Patent number
US05658944

Reaction notes

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