Myrcene → 4-Vinyl-8-methyl-1,7-nonadienyl pivalate

HRID 430452

Reaktionsgleichung

Reaktionsgleichung von HRID 430452
[CH3:1][C:2]([CH3:10])=[CH:3][CH2:4][CH2:5][C:6]([CH:8]=[CH2:9])=[CH2:7].[C:11]([O:17][CH:18]=[CH2:19])(=[O:16])[C:12]([CH3:15])([CH3:14])[CH3:13]>CO.O>[C:11]([O:17][CH:18]=[CH:19][CH2:7][CH:6]([CH:8]=[CH2:9])[CH2:5][CH2:4][CH:3]=[C:2]([CH3:10])[CH3:1])(=[O:16])[C:12]([CH3:15])([CH3:14])[CH3:13]

Komponenten

5

Edukt 2

HCID 31253MyrceneHCID 256591Vinyl pivalate

Produkt 1

HCID 544170674-Vinyl-8-methyl-1,7-nonadienyl pivalate

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 887MethanolLösungsmittelHCID 962WaterLösungsmittel

Reaktionsbedingungen

Temperatur
70 °C

Versuchsvorschrift

23.7 mg (0.055 mmol) of (N-2-aminomethyl-p-toluenesulfonamide)(η6-benzene)ruthenium (II) chloride obtained in the Reference Example 4 and 17.5 mg (0.068 mmol) of silver triflate were mixed in 2 ml of methanol, to which were added 2 ml (purity: 78%, 1.25 g, 9.2 mmol) of myrcene and 1.73 g (13 mmol) of vinyl pivalate. The mixture was stirred at 70° C. for 6 hours. The reaction mixture was diluted with water and the organic layer was analyzed by gas chromatography to confirm that the title compound (addition product) having a purity of 76% (regioisomer: 26%) was produced at a conversion rate of 17%.

Quellen und Nachweise

ORD-Eintrag
ord-fa839a17096b46da97b5908456ddc612
Quelldatensatz
uspto-grants-2001_11
Patentnummer
US06323174B1

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