N-(3,7,11,15-Tetramethyl-2,6,10,14-hexadecatetraenoyl)-ethanolamine → N-(3,7,11,15-Tetramethyl-hexadecanoyl)-ethanolamine

HRID 1252031Notes

Reaction equation

HRID 1252031 reaction equation
[CH3:1][C:2]([CH2:10][CH2:11][CH:12]=[C:13]([CH3:25])[CH2:14][CH2:15][CH:16]=[C:17]([CH3:24])[CH2:18][CH2:19][CH:20]=[C:21]([CH3:23])[CH3:22])=[CH:3][C:4]([NH:6][CH2:7][CH2:8][OH:9])=[O:5]>[Pd].C(O)C>[CH3:1][CH:2]([CH2:10][CH2:11][CH2:12][CH:13]([CH3:25])[CH2:14][CH2:15][CH2:16][CH:17]([CH3:24])[CH2:18][CH2:19][CH2:20][CH:21]([CH3:23])[CH3:22])[CH2:3][C:4]([NH:6][CH2:7][CH2:8][OH:9])=[O:5]

Participants

4

Reactant 1

HCID 54253407N-(3,7,11,15-Tetramethyl-2,6,10,14-hexadecatetraenoyl)-ethanolamine

Product 1

HCID 14129878N-(3,7,11,15-Tetramethyl-hexadecanoyl)-ethanolamineYield 100.7%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

6.5 g of N-(3,7,11,15-tetramethyl-2,6,10,14-hexadecatetraenoyl)-ethanolamine obtained in Example 1 was hydrogenated in the presence of a catalyst composed of palladium on carbon in 40 ml of ethanol. The ethanol layer was then separated from the catalyst and the solvent was distilled off to afford 6.7 g (yield 94%) of the title compound as a colorless oil.

Workup

  1. customThe ethanol layer was then separated from the catalyst
  2. distillationthe solvent was distilled off

Sources & evidence

ORD record
ord-d6d3e33846a24464823619d2f73af6b9
Source dataset
uspto-grants-1988_05
Patent number
US04742058

Reaction notes

Loading…