2-(Dibutylamino)ethanol → N,N-Dibutyl-N-(2-hydroxyethyl)butan-1-aminium chloride

HRID 1404814Notes

Reaction equation

HRID 1404814 reaction equation
[CH2:1]([N:5]([CH2:9][CH2:10][CH2:11][CH3:12])[CH2:6][CH2:7][OH:8])[CH2:2][CH2:3][CH3:4].[Cl:13][CH2:14][CH2:15][CH2:16][CH3:17]>C(O)C>[Cl-:13].[OH:8][CH2:7][CH2:6][N+:5]([CH2:14][CH2:15][CH2:16][CH3:17])([CH2:9][CH2:10][CH2:11][CH3:12])[CH2:1][CH2:2][CH2:3][CH3:4]

Participants

4

Reactant 2

HCID 76212-(Dibutylamino)ethanolHCID 8005Butyl Chloride

Product 1

HCID 71334730N,N-Dibutyl-N-(2-hydroxyethyl)butan-1-aminium chlorideYield 100%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

70 mmol of 2-(dibutylamino) ethanol, 75 mmol of 1-chlorobutane, and 50 g of ethanol were mixed under N2 atmosphere, and made to react at 80 degrees C. for 8 hours under reflux condition. The ethanol and extra 1-chlorobutane were distilled away therefrom by reducing pressure to produce 70 mmol of (2-hydroxyethyl)tributylammonium chloride.

Workup

  1. customto react at 80 degrees C
  2. temperaturefor 8 hours under reflux condition
  3. distillationThe ethanol and extra 1-chlorobutane were distilled away

Sources & evidence

ORD record
ord-4c9a2167d0b84e86a953d28febca755f
Source dataset
uspto-grants-2014_12
Patent number
US08913931B2

Reaction notes

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