Water → 2-Ethyl-4,7-benzoxazoledione

HRID 1727240Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1727240
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-ecd578abf75749c6a5e3b351c760ec2e
Quelldatensatz
uspto-grants-2009_02
Patentnummer
US07495021B2

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