2,7-Dimethyl-1,3,7-octatriene → Tetrahydronaphthoquinone Isoprene

HRID 2420270Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2420270
[C:1]1(=[O:12])[C:10]2[CH:5]([CH2:6][CH:7]=[CH:8][CH:9]=2)[C:4](=[O:11])[CH2:3][CH2:2]1.[CH3:13][C:14]([CH:16]=[CH:17]CCC(C)=C)=[CH2:15]>C1CCCCC1>[C:4]1(=[O:11])[C:5]2[CH:10]([CH2:9][CH:8]=[CH:7][CH:6]=2)[C:1](=[O:12])[CH2:2][CH2:3]1.[CH2:17]=[CH:16][C:14](=[CH2:13])[CH3:15]

Komponenten

4

Edukt 2

HCID 5570852,7-Dimethyl-1,3,7-octatrieneHCID 17958094Tetrahydronaphthoquinone

Produkt 1

HCID 86735968Tetrahydronaphthoquinone IsopreneAusbeute 105,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8078CyclohexaneLösungsmittel

Versuchsvorschrift

A solution of 101 g (0.623 mole) of tetrahydronaphthoquinone and 110 g (0.81 mole) of 2,7-dimethyl-1,3,7-octatriene in 300 ml cyclohexane was refluxed for 18 hours. After removal of 200 ml solvent, 300 ml of hexane were added. The mixture was then warmed, stirred with powdered charcoal, and filtered. On cooling, 151.3 g of crude product were obtained (81.5% yield). A 3 g analytical sample, after recrystallization from 20 ml hexane, had a mp of 87.5° to 88° C.

Aufarbeitung

  1. customAfter removal of 200 ml solvent, 300 ml of hexane
  2. additionwere added
  3. temperatureThe mixture was then warmed
  4. filtrationfiltered
  5. temperatureOn cooling

Quellen und Nachweise

ORD-Eintrag
ord-14fdc9fc52034e8b9284bdf7c524883b
Quelldatensatz
uspto-grants-1978_08
Patentnummer
US04110353

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