Benzoyl Peroxide → Chrysanthemic Acid

HRID 620453

Reaktionsgleichung

Reaktionsgleichung von HRID 620453
[CH3:1][C:2]([CH3:12])=[CH:3][C@H:4]1[C:6]([CH3:8])([CH3:7])[C@H:5]1[C:9]([OH:11])=[O:10].C(OOC(=O)C1C=CC=CC=1)(=O)C1C=CC=CC=1.BrBr>C1(C)C=CC=CC=1.C(Cl)(Cl)(Cl)Cl>[CH3:1][C:2]([CH3:12])=[CH:3][CH:4]1[C:6]([CH3:7])([CH3:8])[CH:5]1[C:9]([OH:11])=[O:10]

Komponenten

6

Edukt 3

HCID 7187Benzoyl PeroxideHCID 20755Chrysanthemic acid, cis-(-)-HCID 24408Bromine

Produkt 1

HCID 2743Chrysanthemic AcidAusbeute 93,5 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 1140TolueneLösungsmittelHCID 5943Carbon TetrachlorideLösungsmittel

Reaktionsbedingungen

Temperatur
80 °C

Versuchsvorschrift

2.0 g of cis-chrysanthemic acid and 43 mg of benzoyl peroxide were dissolved in 20 ml of toluene and thereto was added dropwise a solution of bromine (28 mg) in carbon tetrachloride with stirring at 80° C. over a period of 20 minutes, and the reaction mixture was stirred at the same temperature for 20 minutes. Then, a post-treatment similar to Example 1 was effected to obtain 1.87 g of chrysanthemic acid. Gas chromatographic assay thereof showed the composition: cis, 5.9%; and trans, 94.1%.

Aufarbeitung

  1. stirringthe reaction mixture was stirred at the same temperature for 20 minutes

Quellen und Nachweise

ORD-Eintrag
ord-d998974d2dc84584b7e66f0f2e2c182b
Quelldatensatz
uspto-grants-1989_04
Patentnummer
US04820864

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