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

HRID 2116594Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2116594
[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>[Cl:1][C:2]1[CH:3]=[CH:4][C:5]([O:8][CH2:9][CH2:10][NH:11][C:19]([O:21][CH2:22][C:23]([O:25][CH2:26][CH3:27])=[O:24])=[O:18])=[CH:6][CH:7]=1

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-ed6b8fecc7394dd98990156476ad2dc3
Quelldatensatz
uspto-grants-2008_10
Patentnummer
US07439257B2

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