Benzene → Bicyclo(3.1.0)hexan-2-one, 5-(1-methylethyl)-

HRID 971965

Reaktionsgleichung

Reaktionsgleichung von HRID 971965
CS(C)=O.[CH:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1.[OH-:11].[Na+].[I-].C[S+](C)(C)=O.[CH:19](O)([CH3:21])[CH3:20]>O>[CH3:20][CH:19]([C:5]12[CH2:10][CH:9]1[C:8](=[O:11])[CH2:7][CH2:6]2)[CH3:21]

Komponenten

7

Edukt 5

HCID 241BenzeneHCID 679Dimethyl SulfoxideHCID 3776IsopropanolHCID 14798Sodium HydroxideHCID 74498Sulfoxonium, trimethyl-, iodide (1:1)

Produkt 1

HCID 92784Bicyclo(3.1.0)hexan-2-one, 5-(1-methylethyl)-Ausbeute 42 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

25 ml of DMSO, 35 ml of benzene, 25 ml of isopropyl alcohol, 3.1 g (25 mM) of CP, 2.4 g (30 mM) of 50% aqueous sodium hydroxide and 5 ml of water were added to 6.9 g (31.25 mM) of trimethylsulfoxonium iodide and the reaction was carried out at room temperature for 5 hours. Then, the treatments were carried out as described in Example 8. 2.6 g (76% yield) of crude product were produced, from which1.45 g (42 % yield) of sabina ketone were obtained by distillation.

Aufarbeitung

  1. custom2.6 g (76% yield) of crude product were produced, from which1

Quellen und Nachweise

ORD-Eintrag
ord-f188c799d94b41fb894a66beaaba8e2c
Quelldatensatz
uspto-grants-1979_07
Patentnummer
US04162258

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