Dodecylamine → HCID 83332899, compound

HRID 1957588Notes

Reaction equation

HRID 1957588 reaction equation
[NH:1]1[CH:5]=[CH:4][N:3]=[C:2]1[CH:6]=O.[CH3:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][NH2:20]>[Pd].C(OCC)(=O)C>[CH2:19]([NH:20][CH2:6][C:2]1[NH:3][CH:4]=[CH:5][N:1]=1)[CH2:18][CH2:17][CH2:16][CH2:15][CH2:14][CH2:13][CH2:12][CH2:11][CH2:10][CH2:9][CH3:8]

Participants

5

Reactant 2

HCID 13583DodecylamineHCID 249551H-imidazole-2-carbaldehyde

Product 1

HCID 83332899HCID 83332899, compoundYield 60.1%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

In a 500-ml autoclave were placed 2-imidazolecarboxaldehyde (6.9 g (70 mmol), product of Aldrich), n-laurylamine (12.8 g (69 mmol)), 5% Pd-C (2 g), and ethyl acetate (200 ml). The contents of the flask were stirred for 24 hours at room temperature under hydrogen (20 kg/cm2). The catalyst was removed, and the solvent was concentrated. Purification via silica gel column chromatography (n-hexane:ethyl acetate=2:1) afforded 11.0 g of N-lauryl-2-imidazole methyl amine as white crystals (yield: 60%).

Workup

  1. customThe catalyst was removed
  2. concentrationthe solvent was concentrated
  3. customPurification via silica gel column chromatography (n-hexane:ethyl acetate=2:1)

Sources & evidence

ORD record
ord-8083f6fcdc894812af714a7ca6a1c8c5
Source dataset
uspto-grants-1998_07
Patent number
US05786386

Reaction notes

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