Water → 2-Ethyl-4,7-benzoxazoledione

HRID 1179106Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1179106
FC(F)(F)C(OI(C1C=CC=CC=1)OC(=O)C(F)(F)F)=[O:4].[CH2:22]([C:24]1[O:25][C:26]2[C:27](=[C:29](N)[CH:30]=[CH:31][CH:32]=2)[N:28]=1)[CH3:23].[OH2:34]>C(#N)C.C(#N)C.O.C(OC(C)C)(C)C>[CH2:22]([C:24]1[O:34][C:29]2[C:30](=[O:4])[CH:31]=[CH:32][C:26](=[O:25])[C:27]=2[N:28]=1)[CH3:23]

Komponenten

7

Edukt 3

HCID 962Water2×HCID 102317Bis(trifluoroacetoxy)iodobenzeneHCID 120715892-Ethyl-1,3-benzoxazol-4-amine

Produkt 1

HCID 120715902-Ethyl-4,7-benzoxazoledione

Reagenzien, Katalysatoren, Lösungsmittel 3

HCID 6342AcetonitrileLösungsmittelHCID 7914Diisopropyl EtherLösungsmittelHCID 18373917Acetonitrile--water (1/1)Lösungsmittel

Reaktionsbedingungen

Temperatur
-5 °C

Versuchsvorschrift

A solution of [bis(trifluoroacetoxy)iodo]benzene (2.2 eq.) in a mixture of acetonitrile and water (80/20) is added dropwise to a solution of 2-ethyl-1,3-benzoxazol-4-amine (1 eq.) in the same acetonitrile/water mixture maintained at −5° C. The reaction medium is then diluted with water followed by extracting with dichloromethane. The resulting organic phase is washed with water, followed by drying over sodium sulphate and concentrating in order to produce a brown paste. Purification by medium pressure chromatography on silica gel produces, after taking up in diisopropyl ether, a yellow crystalline solid. Melting point: 99° C.

Aufarbeitung

  1. extractionby extracting with dichloromethane
  2. washThe resulting organic phase is washed with water
  3. dry with materialby drying over sodium sulphate
  4. concentrationconcentrating in order
  5. customto produce a brown paste
  6. customPurification by medium pressure chromatography on silica gel
  7. customproduces

Quellen und Nachweise

ORD-Eintrag
ord-5f77ff29c53e497a9b501f4118e73297
Quelldatensatz
uspto-grants-2007_10
Patentnummer
US07279467B2

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