Ethylenediamine → N1-((tetrahydrofuran-3-yl)methyl)ethane-1,2-diamine

HRID 1441387Notes

Reaction equation

HRID 1441387 reaction equation
Cl[CH2:2][CH:3]1[CH2:7][CH2:6][O:5][CH2:4]1.C(=O)([O-])[O-].[K+].[K+].[CH2:14]([NH2:17])[CH2:15][NH2:16]>C(O)C>[O:5]1[CH2:6][CH2:7][CH:3]([CH2:2][NH:16][CH2:15][CH2:14][NH2:17])[CH2:4]1

Participants

5

Reactant 3

HCID 3301EthylenediamineHCID 11430Potassium CarbonateHCID 230615773-(Chloromethyl)oxolane

Product 1

HCID 59164401N1-((tetrahydrofuran-3-yl)methyl)ethane-1,2-diamineYield 77%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

A mixture of 0.2 mol of 3-(chloromethyl)tetrahydrofuran, 200 ml of ethanol, 0.2 mol of potassium carbonate and 0.2 mol of ethylenediamine placed in a 500 ml of round-bottomed flask was refluxed for 24 hours, and then the solvent was removed. The obtained product was yellow oily liquid in 77% yield.

Workup

  1. customplaced in a 500 ml of round-bottomed flask
  2. temperaturewas refluxed for 24 hours
  3. customthe solvent was removed

Sources & evidence

ORD record
ord-5fdd856e354d46dfba5da9b8842e0917
Source dataset
uspto-grants-2010_02
Patent number
US07655665B2

Reaction notes

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