Hexamethylenediamine → 1,6-Hexylene-bis[2-hydroxyundecylamine]

HRID 1111886Notes

Reaction equation

HRID 1111886 reaction equation
[CH2:1]1[O:12][CH:2]1[CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH3:11].[NH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][NH2:20]>CO>[CH2:19]([NH:20][CH2:1][CH:2]([OH:12])[CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH3:11])[CH2:18][CH2:17][CH2:16][CH2:15][CH2:14][NH:13][CH2:1][CH:2]([OH:12])[CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH3:11]

Participants

4

Reactant 2

HCID 16402HexamethylenediamineHCID 5377372-Nonyloxirane

Product 1

HCID 213323471,6-Hexylene-bis[2-hydroxyundecylamine]

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of 1-undecene oxide (88.8 g.), hexamethylenediamine (1,6-hexanediamine, 30.3 g.) and methanol (400 ml.) was allowed to stand at 0° C. overnight, then at room temperature over the weekend. The solid was collected and recrystallized from ethanol, affording N,N'-(1,6-hexylene)-bis[2-hydroxyundecylamine] (I: R = CH3 (CH2)8, R' = H, X = (CH2)6 ; Z = H)(m.p. 122.6°-129.0° C.).

Workup

  1. customat room temperature
  2. customThe solid was collected
  3. customrecrystallized from ethanol

Sources & evidence

ORD record
ord-33f78432f0e1452790fc288bdb8cea4c
Source dataset
uspto-grants-1978_10
Patent number
US04119668

Reaction notes

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