Bis(3-aminopropyl)amine → N,N′-(Iminodi-3,1-propanediyl)bis[2,2,2-trifluoroacetamide]

HRID 1988510Notes

Reaction equation

HRID 1988510 reaction equation
[CH2:1]([CH2:4][NH:5][CH2:6][CH2:7][CH2:8][NH2:9])[CH2:2][NH2:3].[F:10][C:11]([F:18])([F:17])[C:12]([O:14]CC)=O>O1CCCC1>[F:18][C:11]([F:10])([F:17])[C:12]([NH:3][CH2:2][CH2:1][CH2:4][NH:5][CH2:6][CH2:7][CH2:8][NH:9][C:12](=[O:14])[C:11]([F:18])([F:17])[F:10])=[O:14]

Participants

4

Conditions

Temperature
0 °C

Procedure

35 g of 3,3′-iminobispropylamine (266.7 mmol) were solubilized in 150 ml of anhydrous tetrahydrofuran under an argon stream. The reaction mixture was then cooled to 0° C. on an ice bath and 65 ml of ethyl trifluoroacetate (546.8 mmol) were added dropwise (very slowly) using a dropping funnel. At the end of the addition (3 hours later), the reaction mixture was allowed to return to room temperature and the stirring was maintained for a few hours under argon.

Workup

  1. additionAt the end of the addition (3 hours later), the reaction mixture
  2. customto return to room temperature
  3. temperaturethe stirring was maintained for a few hours under argon

Sources & evidence

ORD record
ord-57dac3167d2a4aaebbb490b8439bd5d0
Source dataset
uspto-grants-2010_01
Patent number
US07641914B2

Reaction notes

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