Hexadecylamine → 3-(Hexadecylamino)propane-1,2-diol

HRID 2260083Notes

Reaction equation

HRID 2260083 reaction equation
[CH2:1]([NH2:17])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH3:16].[CH2:18]1[O:20][CH:19]1[CH2:21][OH:22]>C(O)C>[OH:20][CH:19]([CH2:21][OH:22])[CH2:18][NH:17][CH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH3:16]

Participants

4

Reactant 2

HCID 8926HexadecylamineHCID 11164Glycidol

Product 1

HCID 1110073-(Hexadecylamino)propane-1,2-diol

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Hexadecylamine (767 g, 3.17 mole) was dissolved in absolute ethanol. Glycidol (112 g, 1.58 mole) was added to the amine dropwise. The reaction was refluxed under nitrogen for 16 hours and then stirred at room temperature overnight. A white solid was obtained and filtered. The solid was washed with ether, filtered and recrystallized from hot ethanol. (yield 245 g).

Workup

  1. temperatureThe reaction was refluxed under nitrogen for 16 hours
  2. customA white solid was obtained
  3. filtrationfiltered
  4. washThe solid was washed with ether
  5. filtrationfiltered
  6. customrecrystallized from hot ethanol

Sources & evidence

ORD record
ord-e891c7acc2e74e8286c081ddac4066ef
Source dataset
uspto-grants-1995_12
Patent number
US05476671

Reaction notes

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