2-(4-Chlorophenoxy)ethylamine → Ethyl{[({2-[(4-chlorophenyl)oxy]ethyl}-amino)carbonyl]oxy}acetate

HRID 912727Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 912727
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][CH2:9][CH2:10][NH2:11])=[CH:4][CH:3]=1.C1([O:18][C:19]([O:21][CH2:22][C:23]([O:25][CH2:26][CH3:27])=[O:24])=O)C=CC=CC=1>C1(C)C=CC=CC=1>[CH2:26]([O:25][C:23](=[O:24])[CH2:22][O:21][C:19]([NH:11][CH2:10][CH2:9][O:8][C:5]1[CH:4]=[CH:3][C:2]([Cl:1])=[CH:7][CH:6]=1)=[O:18])[CH3:27]

Komponenten

4

Edukt 2

HCID 27941912-(4-Chlorophenoxy)ethylamineHCID 12094709Ethyl [(phenoxycarbonyl)oxy]acetate

Produkt 1

HCID 91288841Ethyl{[({2-[(4-chlorophenyl)oxy]ethyl}-amino)carbonyl]oxy}acetate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1140TolueneLösungsmittel

Versuchsvorschrift

A solution of 0.6 g (3.5 mmol) of [(4-chloro-phenyl)oxy]ethylamine (Chim. Ther. 1973, 8, 259-270) and 1.3 g (5.8 mmol) of ethyl [(phenyloxy-carbonyl)oxy]acetate, prepared in Step 1.1., in 30 ml of toluene is heated at 60° C. overnight. It is evaporated to dryness and the product is purified by chromatography on silica gel, eluting with a 30/70 mixture of ethyl acetate and cyclohexane. This gives 0.7 g of oily product, containing ˜10% of cyclized oxazolidine dione product, used as it is in the following step.

Aufarbeitung

  1. customIt is evaporated to dryness
  2. customthe product is purified by chromatography on silica gel
  3. washeluting with a 30/70 mixture of ethyl acetate and cyclohexane
  4. additionThis gives 0.7 g of oily product, containing ˜10% of cyclized oxazolidine dione product

Quellen und Nachweise

ORD-Eintrag
ord-6006747349f94b0faf581af136ef8438
Quelldatensatz
uspto-grants-2011_09
Patentnummer
US08026258B2

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