Potassium Carbonate → HCID 20074095, compound

HRID 704404Notes

Reaction equation

HRID 704404 reaction equation
[C:1]([NH:6][CH2:7][CH2:8][NH2:9])([O:3][CH2:4][CH3:5])=[O:2].[C:10]1([CH2:16][CH2:17][CH2:18]Br)[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1.C(=O)([O-])[O-].[K+].[K+]>O1CCCC1>[C:1]([NH:6][CH2:7][CH2:8][NH:9][CH2:18][CH2:17][CH2:16][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)([O:3][CH2:4][CH3:5])=[O:2]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 12503(3-Bromopropyl)benzeneHCID 240731HCID 240731, compound

Product 1

HCID 20074095HCID 20074095, compoundYield 36%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A solution of 0.88 g of carboethoxyethylenediamine, 1.33 g of 3-phenylpropyl bromide and 1.0 g of anhydrous potassium carbonate in 10 ml of tetrahydrofuran was heated overnight under reflux. The insoluble matter was filtered off, the filtrate was concentrated under reduced pressure, and the residue was subjected to alumina column chromatography (25 g). Elution with hexane-ethyl acetate (3:1 v/v) gave 0.54 g of N-carboethoxy-N,,N,-bis(3-phenylpropyl)ethylenediamine (1) and 0.60 g of N-carboethoxy-N'-(3-phenylpropyl)ethylenediamine (2).

Workup

  1. temperatureunder reflux
  2. filtrationThe insoluble matter was filtered off
  3. concentrationthe filtrate was concentrated under reduced pressure
  4. washElution with hexane-ethyl acetate (3:1 v/v)

Sources & evidence

ORD record
ord-ba6e2a1aaba94ed988ff0610597d12b7
Source dataset
uspto-grants-1991_01
Patent number
US04987132

Reaction notes

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