Water → 2-Cyclopenten-1-one, 4-hydroxy-3-methyl-2-(2-propenyl)-, (S)-
Reaktionsgleichung
[CH3:1][C:2]1[C@H:6]([O:7][N+]([O-])=O)[CH2:5][C:4](=[O:11])[C:3]=1[CH2:12][CH:13]=[CH2:14].C(=O)([O-])[O-].[Ca+2].O>C(Cl)(Cl)Cl>[OH:7][C@H:6]1[CH2:5][C:4](=[O:11])[C:3]([CH2:12][CH:13]=[CH2:14])=[C:2]1[CH3:1]Komponenten
5
Edukt 3
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Versuchsvorschrift
A mixture of 1.97 g of (R)-3-methyl-4-nitroxy-2-(2-propenyl)-2-cyclopenten-1-one prepared in Example 10, 0.20 g of calcium carbonate and 30 ml of water was stirred at 85°-90° C. for 3 hours. Thereafter, with the same operations as in Example 3, 1.20 g of (S)-4-hydroxy-3-methyl-2-(2-propenyl)-2-cyclopenten-1-one (chemical purity: 93.6%, [α]D24 : +11.2° (C=1.23, in chloroform), (R)-isomer/(S)-isomer=14.8/85.2) was obtained.
Quellen und Nachweise
- ORD-Eintrag
- ord-23df0b488d954312a3e85aeff110c116
- Quelldatensatz
- uspto-grants-1985_11
- Patentnummer
- US04552703
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