Quinone → Endo-1,4a,8,8a-tetrahydro-1,4-ethanonaphthalene-5,8-dione

HRID 1879343

Reaktionsgleichung

Reaktionsgleichung von HRID 1879343
[C:1]1(=[O:8])[CH:6]=[CH:5][C:4](=[O:7])[CH:3]=[CH:2]1.[CH:9]1[CH2:14][CH2:13][CH:12]=[CH:11][CH:10]=1>C1C=CC=CC=1>[CH:11]12[CH2:12][CH2:13][CH:14]([CH:9]=[CH:10]1)[CH:5]1[CH:6]2[C:1](=[O:8])[CH:2]=[CH:3][C:4]1=[O:7]

Komponenten

4

Edukt 2

HCID 4650QuinoneHCID 116051,3-Cyclohexadiene

Produkt 1

HCID 137731Endo-1,4a,8,8a-tetrahydro-1,4-ethanonaphthalene-5,8-dione

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 241BenzeneLösungsmittel

Versuchsvorschrift

A solution of 40 g of 1,4-benzoquinone and 35 mL of 1,3-cyclohexadiene in 90 mL of benzene was stirred in a closed vessel for 3 days at rt. The reaction mixture was concentrated and the residue was crystallized in EtOH to obtain 57 g of the desired compound as mixture of stereoisomers as greenish solid.

Aufarbeitung

  1. concentrationThe reaction mixture was concentrated
  2. customthe residue was crystallized in EtOH

Quellen und Nachweise

ORD-Eintrag
ord-3bf4336c022049c9b5d2c94c7d2866be
Quelldatensatz
uspto-grants-2012_11
Patentnummer
US08314253B2

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