2-(Methylamino)ethanol → N-2-Hydroxyethyl-N-2-hydroxyoctadecyl-N-methyl amine

HRID 1109

Reaction equation

HRID 1109 reaction equation
[O:1]1[CH: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][CH2:16][CH2:17][CH2:18][CH3:19])[CH2:2]1.[CH3:20][NH:21][CH2:22][CH2:23][OH:24]>C(O)C>[OH:24][CH2:23][CH2:22][N:21]([CH2:2][CH:3]([OH:1])[CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH3:19])[CH3:20]

Participants

4

Reactant 2

HCID 80162-(Methylamino)ethanolHCID 238721,2-Epoxyoctadecane

Product 1

HCID 19694636N-2-Hydroxyethyl-N-2-hydroxyoctadecyl-N-methyl amineYield 67%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
80 °C

Procedure

A 300-ml flask equipped with a stirrer was charged with 26.85 g (0.1 mol) of 1,2-epoxyoctadecane, 7.51 g (0.1 mol) of N-methylethanolamine and 50 ml of ethanol, and the contents were stirred at 80° C. for 18 hours. After the solvent was distilled off under reduced pressure, the resultant residue was purified by column chromatography on silica gel, thereby obtaining 23.0 g (yield: 67%) of the title compound (IIc-2).

Workup

  1. customA 300-ml flask equipped with a stirrer
  2. distillationAfter the solvent was distilled off under reduced pressure
  3. customthe resultant residue was purified by column chromatography on silica gel

Sources & evidence

ORD record
ord-b816d25167cf4c2ca0b10e123324d743
Source dataset
uspto-grants-1998_03
Patent number
US05723497

Linked notes

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