Triethylenetetramine → Hydrochloric Acid

HRID 1506613Notes

Reaction equation

HRID 1506613 reaction equation
[NH2:1][CH2:2][CH2:3][NH:4][CH2:5][CH2:6][NH:7][CH2:8][CH2:9][NH2:10].C([Cl:30])(=O)CCCCCCC/C=C\CCCCCCCC>ClCCl>[ClH:30].[ClH:30].[NH2:1][CH2:2][CH2:3][NH:4][CH2:5][CH2:6][NH:7][CH2:8][CH2:9][NH2:10]

Participants

5

Conditions

Temperature
5 °C

Procedure

1.12 g (7.5 mmol) of triethylenetetramine was added to 25 mL of dichloromethane and dissolved with stirring in an ice water bath at 5° C. for 30 minutes. To the solution, a solution of 2.00 g (6.0 mmol) of oleoyl chloride in 20 mL of dichloromethane in a separate reactor was added slowly dropwise while it was allowed to react at 5° C. for 3 hours. Due to hydrogen chloride produced during the reaction, unreacted triethylenetetramine HCl was precipitated. Before the end of the reaction, the upper layer solution was taken and analyzed by thin layer chromatography (TLC) with a mobile phase of ethanol:chloroform (2:1) to determine whether the reaction was completed. After it was determined that the reaction had completed, the precipitate was removed using filter paper.

Workup

  1. dissolutiondissolved
  2. customto react at 5° C. for 3 hours

Sources & evidence

ORD record
ord-f91ac25f048145769fee06a6a5f93ca5
Source dataset
uspto-grants-2015_12
Patent number
US09220779B2

Reaction notes

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