Methanol → (R)-(+)-3,7-dimethyloctanoic acid
Reaktionsgleichung
C([O:3][C:4](=[O:14])[CH2:5][C@H:6]([CH3:13])[CH2:7][CH2:8][CH2:9][CH:10]([CH3:12])[CH3:11])C.CO.C(Cl)(Cl)Cl>[OH-].[Na+]>[CH3:13][C@H:6]([CH2:7][CH2:8][CH2:9][CH:10]([CH3:12])[CH3:11])[CH2:5][C:4]([OH:14])=[O:3]Komponenten
5
Edukt 3
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Versuchsvorschrift
Hydrolysis: 400 mg. (2 mmol) of 3(R),7-dimethyl octanoic acid ethyl ester was refluxed in 6 N NaOH (1 ml.) and methanol (4 ml.) for 2 hours. It was worked up as in Example 10 to give 207 mg. (60% yield) of 3(R),7-dimethyl octanoic acid (R-(+)-dihydrocitronellic acid), [α]D25 + 6.81° (c=5.039, CHCl3).
Aufarbeitung
- customHydrolysis
- customto give 207 mg
Quellen und Nachweise
- ORD-Eintrag
- ord-e3a44969ee5e443b9f7ff047a3c13f26
- Quelldatensatz
- uspto-grants-1977_08
- Patentnummer
- US04045475
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