Hydrazine → 9-(Prop-2-en-1-yl)-9,10-dihydro-9,10-ethanoanthracene

HRID 442526Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 442526
[CH2:1]([C:4]12[CH2:19][C:18](=O)[CH:11]([C:12]3[CH:13]=[CH:14][CH:15]=[CH:16][C:17]=31)[C:10]1[C:5]2=[CH:6][CH:7]=[CH:8][CH:9]=1)[CH:2]=[CH2:3].NN.[OH-].[Na+]>C(O)COCCOCCO.O>[CH2:1]([C:4]12[CH2:19][CH2:18][CH:11]([C:12]3[CH:13]=[CH:14][CH:15]=[CH:16][C:17]=31)[C:10]1[C:5]2=[CH:6][CH:7]=[CH:8][CH:9]=1)[CH:2]=[CH2:3]

Komponenten

6

Edukt 3

HCID 9321HydrazineHCID 14798Sodium HydroxideHCID 68119883HCID 68119883, Verbindung

Produkt 1

HCID 540335399-(Prop-2-en-1-yl)-9,10-dihydro-9,10-ethanoanthracene

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 8172Triethylene GlycolLösungsmittel

Reaktionsbedingungen

Temperatur
150 °C

Versuchsvorschrift

A mixture of 9-β-propenyl-9,10-dihydro-9,10-ethanoanthracene-11-one (280 mg), hydrazine (0.2 ml) and sodium hydroxide in triethyleneglycol was stirred at 150° C. for 30 minutes and at 190° - 200° C. for 2.5 hours. The reaction mixture was diluted with water and extracted with benzene. The organic layer was washed with water, dried over anhydrous sodium sulfate and evaporated to dryness. The residue was purified over silica gel chromatography to give 9-β-propenyl-9,10-dihydro-9,10-ethanoanthracene, M.P. 42° - 43° C.

Aufarbeitung

  1. extractionextracted with benzene
  2. washThe organic layer was washed with water
  3. dry with materialdried over anhydrous sodium sulfate
  4. customevaporated to dryness
  5. customThe residue was purified over silica gel chromatography

Quellen und Nachweise

ORD-Eintrag
ord-a2886c66a7f14d15b1a9e97a4267d117
Quelldatensatz
uspto-grants-1977_08
Patentnummer
US04045560

Notizen zur Reaktion

Wird geladen…