4-tert-Butylcyclohexanone → Cyclohexane, 1-(1,1-dimethylethyl)-4-methylene-

HRID 231930

Reaktionsgleichung

Reaktionsgleichung von HRID 231930
[CH2:1]1COCC1.[C:6]([CH:10]1[CH2:15][CH2:14][C:13](=O)[CH2:12][CH2:11]1)([CH3:9])([CH3:8])[CH3:7]>C(Cl)Cl.CCCCCC>[C:6]([CH:10]1[CH2:15][CH2:14][C:13](=[CH2:1])[CH2:12][CH2:11]1)([CH3:9])([CH3:8])[CH3:7]

Komponenten

5

Edukt 2

HCID 73924-tert-ButylcyclohexanoneHCID 8028Tetrahydrofuran

Produkt 1

HCID 139425Cyclohexane, 1-(1,1-dimethylethyl)-4-methylene-Ausbeute 70 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6344DichloromethaneLösungsmittelHCID 8058HexaneLösungsmittel

Versuchsvorschrift

BDAM (3.00 grams) was suspended in 40 milliliters of methylene chloride and 2 molar equivalents of THF were added at 0° C. After a homogeneous solution was formed, 1 molar equivalent of TEAL in 10 milliliters of hexane was added followed by 2.20 grams of 4-tert-butylcyclohexanone. After overnight stirring, reaction mixture was hydrolyzed and worked up as described in Example 1. A total of 1.50 grams of 4-tert-butyl-1-methylenecyclohexane was isolated (70% yield).

Aufarbeitung

  1. customAfter a homogeneous solution was formed
  2. customreaction mixture

Quellen und Nachweise

ORD-Eintrag
ord-e97d4a423c634dc3b47fab2cc27e75c0
Quelldatensatz
uspto-grants-1989_07
Patentnummer
US04849574

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