2,3-Dimethyl-2-butene → Ethyl 2,2,3,3-tetramethylcyclopropane-carboxylate

HRID 1722511Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1722511
[CH3:1][C:2](=[C:4]([CH3:6])[CH3:5])[CH3:3].[N+](=[CH:9][C:10]([O:12][CH2:13][CH3:14])=[O:11])=[N-]>>[CH3:1][C:2]1([CH3:3])[C:4]([CH3:6])([CH3:5])[CH:9]1[C:10]([O:12][CH2:13][CH3:14])=[O:11]

Komponenten

3

Edukt 2

HCID 112502,3-Dimethyl-2-butene2×HCID 12192Ethyl diazoacetate

Produkt 1

HCID 136614Ethyl 2,2,3,3-tetramethylcyclopropane-carboxylate

Versuchsvorschrift

The method of Mesheheryakov, Chem. Abstr., 54, 24436d (1960) was employed. To a mixture of 19 g. (0.226 mole) of 2,3-dimethyl-2-butene and 2 g. of cupric sulfate is added at reflux a mixture of 51 g. (0.447 mole) ethyl diazoacetate and 19 g. of 2,3-dimethyl-2-butene. The resulting mixture is heated at reflux for 3 hours, cooled, filtered and distilled to afford 19.8 g. (26%) of the desired cyclic ester, B.P. 76°-77° (15 mm.)

Aufarbeitung

  1. additionTo a mixture of 19 g
  2. temperatureat reflux
  3. additiona mixture of 51 g
  4. temperatureThe resulting mixture is heated
  5. temperatureat reflux for 3 hours
  6. temperaturecooled
  7. filtrationfiltered
  8. distillationdistilled
  9. customto afford 19.8 g

Quellen und Nachweise

ORD-Eintrag
ord-902a9ed269e14293bc9539d03a987c93
Quelldatensatz
uspto-grants-1989_08
Patentnummer
US04855454

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