Reaktionsgleichung
[CH3:1][C:2]1([CH3:32])[C:11]2[CH:10]=[C:9]([C:12](=[O:24])[CH:13]=[CH:14][C:15]3[CH:23]=[CH:22][C:18]([C:19]([OH:21])=[O:20])=[CH:17][CH:16]=3)[CH:8]=[CH:7][C:6]=2[C:5]([C:25]2[CH:30]=[CH:29][C:28]([CH3:31])=[CH:27][CH:26]=2)=[CH:4][CH2:3]1.[Cl-].[Cs+].[BH4-].[Na+].[Cl-].[NH4+]>CO>[CH3:1][C:2]1([CH3:32])[C:11]2[CH:10]=[C:9]([CH:12]([OH:24])[CH:13]=[CH:14][C:15]3[CH:23]=[CH:22][C:18]([C:19]([OH:21])=[O:20])=[CH:17][CH:16]=3)[CH:8]=[CH:7][C:6]=2[C:5]([C:25]2[CH:26]=[CH:27][C:28]([CH3:31])=[CH:29][CH:30]=2)=[CH:4][CH2:3]1Komponenten
6
Edukt 4
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Versuchsvorschrift
2 g (4.7 mmol) of 4-[3-(8,8-dimethyl-5-p-tolyl-7,8-dihydro-2-naphthyl)-3-oxopropenyl]benzoic acid are dissolved in 50 ml of methanol, and 2.1 g (5.6 mmol) of caesium chloride are then added. After 30 minutes, 0.18 g (4.8 mmol) of sodium borohydride is added. After 30 minutes, the medium is treated with ammonium chloride solution and extracted with ethyl acetate. The residue obtained is purified by chromatography (eluent: 50/50 heptane/ethyl acetate). A solid is obtained (0.42 g; yield=21%; m.p. >300° C., dec).
Aufarbeitung
- waitAfter 30 minutes
- extractionextracted with ethyl acetate
- customThe residue obtained
- customis purified by chromatography (eluent: 50/50 heptane/ethyl acetate)
- customA solid is obtained (0.42 g; yield=21%; m.p. >300° C., dec)
Quellen und Nachweise
- ORD-Eintrag
- ord-1aa7557bd0fd4d39a86f9e504963e708
- Quelldatensatz
- uspto-grants-2009_09
- Patentnummer
- US07592478B2
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