Ethylenediamine → N-phenylstearyl ethylene diamine

HRID 1578427Notes

Reaction equation

HRID 1578427 reaction equation
[C:1]1([CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24]Br)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH2:26]([NH2:29])[CH2:27][NH2:28]>C(O)C.CCOCC>[C:1]1([CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][CH2:24][NH:28][CH2:27][CH2:26][NH2:29])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

5

Reactant 2

HCID 3301EthylenediamineHCID 53680545HCID 53680545, compound

Product 1

HCID 86733041N-phenylstearyl ethylene diamine

Reagents, catalysts & solvents 2

HCID 702EthanolSolventHCID 3283Diethyl EtherSolvent

Procedure

A solution of 15.8 grams (0.04 mole) of phenylstearyl bromide and 19.25 grams (0.32 mole) of ethylene diamine in 250 ml of ethanol was refluxed for 3 hours. The alcohol solvent was removed under reduced pressure and the resulting mixture separated into two layers. The lower layer was removed and 100 ml of water added to the top layer. The oily layer which then formed was dissolved in ether and washed free of residual ethylene diamine with water. The ether solution was dried over anhydrous sodium sulfate and the ether stripped off under reduced pressure to yield 13 grams (87% crude mass yield) of N-phenylstearyl ethylene diamine having the following analysis:

Workup

  1. customThe alcohol solvent was removed under reduced pressure
  2. customthe resulting mixture separated into two layers
  3. customThe lower layer was removed
  4. addition100 ml of water added to the top layer
  5. customThe oily layer which then formed
  6. washwashed free of residual ethylene diamine with water
  7. dry with materialThe ether solution was dried over anhydrous sodium sulfate
  8. customto yield 13 grams (87% crude mass

Sources & evidence

ORD record
ord-3f88747083d4467aab69bb4b1e5817c8
Source dataset
uspto-grants-1976_02
Patent number
US03936503

Reaction notes

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