HCID 12923065, compound → HCID 23316728, compound

HRID 1982480Notes

Reaction equation

HRID 1982480 reaction equation
[CH2:1]([N:3]([CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH3:24])[CH:4]([CH3:17])[CH2:5][CH2:6][CH2:7][C:8]1[CH:13]=[CH:12][C:11]([N+:14]([O-])=O)=[CH:10][CH:9]=1)[CH3:2].[H][H]>C(O)C.[Pd]>[CH2:1]([N:3]([CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH3:24])[CH:4]([CH3:17])[CH2:5][CH2:6][CH2:7][C:8]1[CH:9]=[CH:10][C:11]([NH2:14])=[CH:12][CH:13]=1)[CH3:2]

Participants

5

Reactant 2

HCID 12923065HCID 12923065, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 23316728HCID 23316728, compoundYield 94.2%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A mixture of 7.389 g (0.022 mol) of N-ethyl-N-heptyl-α-methyl-4-nitrobenzenebutanamine in 92 ml of ethanol was hydrogenated at room temperature overnight in the presence 0.74 g of 5% palladium-on-carbon. A total of 87% of theoretical hydrogen uptake was observed. The reaction mixture was filtered through Celite and the filtrate was evaporated to dryness under reduced pressure to provide 6.312 g of N-ethyl-N-heptyl-α-methyl-4-aminobenzenebutanamine as an oil.

Workup

  1. filtrationThe reaction mixture was filtered through Celite
  2. customthe filtrate was evaporated to dryness under reduced pressure

Sources & evidence

ORD record
ord-c7e48d4a31a04e1892269c41afc92316
Source dataset
uspto-grants-1986_06
Patent number
US04596827

Reaction notes

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