Dioctylamine → N,N-di-n-octyl-3-amino-1-propanol

HRID 614307Notes

Reaction equation

HRID 614307 reaction equation
[CH2:1]([NH:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH3:17])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8].Cl[CH2:19][CH2:20][CH2:21][OH:22].C(N(CC)CC)C>C1(C)C=CC=CC=1>[CH2:10]([N:9]([CH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH3:8])[CH2:19][CH2:20][CH2:21][OH:22])[CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH3:17]

Participants

5

Reactant 3

HCID 3094DioctylamineHCID 8471TriethylamineHCID 123133-Chloro-1-propanol

Product 1

HCID 21329011N,N-di-n-octyl-3-amino-1-propanolYield 66.8%

Reagents, catalysts & solvents 1

HCID 1140TolueneSolvent

Procedure

A mixture of 24 g of di-n-octylamine, 10 g of 3-chloro-1-propanol and 11 g of triethylamine in 200 ml of toluene was refluxed for 24 hours. The toluene solution was washed twice with water to remove the triethylamine hydrochloride formed and then evaporated. The residue was distilled and gave 19.9 g of N,N-di-n-octyl-3-amino-1-propanol, b.p. 125°-130° C./0.01 mm Hg, nD22 = 1.4613.

Workup

  1. temperaturewas refluxed for 24 hours
  2. washThe toluene solution was washed twice with water
  3. customto remove the triethylamine hydrochloride
  4. customformed
  5. customevaporated
  6. distillationThe residue was distilled

Sources & evidence

ORD record
ord-0d62d426cbd04dd582d908bc0dc5289a
Source dataset
uspto-grants-1979_03
Patent number
US04144320

Reaction notes

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