Ethanol → N,N-Diethylheptadecan-1-amine

HRID 544266Notes

Reaction equation

HRID 544266 reaction equation
[CH2:1]=[CH: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].[CH2:17]([NH:19][CH2:20][CH3:21])[CH3:18].[CH2:22](O)C>>[CH2:1]([N:19]([CH2:20][CH3:21])[CH2:17][CH3:18])[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][CH2:16][CH3:22]

Participants

4

Reactant 3

HCID 702EthanolHCID 8021DiethylamineHCID 123951-Hexadecene

Product 1

HCID 20460030N,N-Diethylheptadecan-1-amine

Procedure

A 40 ml ethanol solution containing 0.015 g of RhCl3.3H2O, 35 g of 1-hexadecene, and 18 g of diethylamine was charged in an autoclave of 200 ml capacity, and the reaction was conducted under the conditions described in Example 1. Upon completion of the reaction, the contents separated into a product amine phase and a yellow solvent phase. To this solvent phase again were added 1-hexadecene and diethylamine in the same amounts as used in the first run, followed by phase separation. Further, the starting materials were added to the resulting solvent phase to conduct the reaction. In such a manner, the reaction was repeated. The olefin conversions and the yields of heptadecyldiethylamine thus obtained are as follows.

Workup

  1. additionwas charged in an autoclave of 200 ml capacity
  2. customUpon completion of the reaction
  3. customthe contents separated into a product amine phase
  4. additionTo this solvent phase again were added 1-hexadecene and diethylamine in the same amounts
  5. customfollowed by phase separation
  6. additionFurther, the starting materials were added to the resulting solvent phase
  7. customthe reaction

Sources & evidence

ORD record
ord-0bc84eeaf2204c8481b27c01e1b1b2ad
Source dataset
uspto-grants-1984_05
Patent number
US04448996

Reaction notes

Loading…