N-(2-Hydroxyethyl)ethylenediamine → HCID 87995133, compound

HRID 379090Notes

Reaction equation

HRID 379090 reaction equation
[NH2:1][CH2:2][CH2:3][NH:4][CH2:5][CH2:6][OH:7].[F:8][C:9]([F:16])([F:15])[C:10](OCC)=[O:11]>CCOCC>[F:8][C:9]([F:16])([F:15])[C:10]([NH:1][CH2:2][CH2:3][NH:4][CH2:5][CH2:6][OH:7])=[O:11]

Participants

4

Reactant 2

HCID 8112N-(2-Hydroxyethyl)ethylenediamineHCID 9794Ethyl trifluoroacetate

Product 1

HCID 87995133HCID 87995133, compoundYield 100%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

2-(2-aminoethylamino)ethanol (10 g, 96.01 mmol) was added via syringe to a stirred solution of ethyl trifluoroacetate (13.64 g, 96.01 mmol) in dry Et2O (30 mL) at 0° C. The resulting solution was stirred at room temperature for 2 hours by which time a white precipitate had formed. The precipitate was removed by filtration, washed with Et2O (100 mL), and dried in vacuo for 3 hours to afford the title compound (13.6 g, 100%). 1H NMR (300 MHz, CDCl3) δ (t, J=5.1 Hz, 2H), 3.45 (t, J=5.6 Hz, 2H), 2.86 (t, J=5.6 Hz, 2H), 2.78 (t, J=4.9 Hz, 2H), 2.22 (br s, 2H); mass spectrum (API-TIS) m/z 201 (M+H).

Workup

  1. customhad formed
  2. customThe precipitate was removed by filtration
  3. washwashed with Et2O (100 mL)
  4. customdried in vacuo for 3 hours

Sources & evidence

ORD record
ord-71ab27e77883417cb88e5fd3efccb39f
Source dataset
uspto-grants-2001_10
Patent number
US06297260B1

Reaction notes

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