Water → (R)-4-hydroxy-3-methyl-2-(2-propenyl)-2-cyclopenten-1-one
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 0.99 g of purified (S)-3-methyl-4-nitroxy-2-(2-propenyl)-2-cyclopenten-1-one prepared in Example 6, 0.50 g of calcium carbonate and 30 ml of water was stirred at a temperature of 85°-90° C. for 2 hours. Thereafter, with the same operations as in Example 3, 0.72 g of (R)-4-hydroxy-3-methyl-2-(2-propenyl)-2-cyclopenten-1-one (chemical purity: 94.2%, [α]D24 : -6.64° (C=1.18, in chloroform), (R)-isomer/(S)-isomer=76.2/23.8) was obtained.