Reaktionsgleichung
[F-].[K+].[CH:3]1([O:8][C:9]2[CH:10]=[C:11]([C:17]3([C:24]#[C:25][Si](C)(C)C)[CH2:22][CH2:21][CH2:20][C:19](=[O:23])[CH2:18]3)[CH:12]=[CH:13][C:14]=2OC)CCCC1.CN(C)[CH:32]=[O:33]>>[CH:32]1([O:33][CH2:3][O:8][C:9]2[CH:10]=[C:11]([C:17]3([C:24]#[CH:25])[CH2:22][CH2:21][CH2:20][C:19](=[O:23])[CH2:18]3)[CH:12]=[CH:13][CH:14]=2)[CH2:13][CH2:14][CH2:9][CH2:10]1Komponenten
4
Versuchsvorschrift
A mixture of potassium fluoride (900 mg, 15.6 mmol) and 3-(3-cyclopentyloxy-4-methoxyphenyl)3-trimethylsilylethynyl cyclohexan-1-one (0.3 g, 0.78 mmol) was stirred in dry N,N-dimethylformamide (3 mL) under an argon atmosphere. After 18 h, the solvent was removed in vacuo, the residue was partitioned between water and ethyl acetate, the aqueous layer was extracted twice with ethyl acetate, the combined extract was dried (magnesium sulfate) and was evaporated. Purification by flash chromatography, eluting with 4:1 hexanes/ethyl acetate provided a clear colorless oil . Anal. (C20H24O3 ·1/10H2O) calcd: C 76.45,H 7.76; found: C 76.32,H 7.60.
Aufarbeitung
- customthe solvent was removed in vacuo
- customthe residue was partitioned between water and ethyl acetate
- extractionthe aqueous layer was extracted twice with ethyl acetate
- extractionthe combined extract
- dry with materialwas dried (magnesium sulfate)
- customwas evaporated
- customPurification by flash chromatography
- washeluting with 4:1 hexanes/ethyl acetate
- customprovided a clear colorless oil
Quellen und Nachweise
- ORD-Eintrag
- ord-2a9161eed8084afc9d4b632dfb550c5f
- Quelldatensatz
- uspto-grants-1999_04
- Patentnummer
- US05892098
Verknüpfte Notizen
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