Diethyl Ether → HCID 20028720, Verbindung
Reaktionsgleichung
ClC1(Cl)C(=O)[CH2:8][CH:7]2[CH:3]1[CH2:4][CH2:5][CH:6]2[CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][O:16][Si](C(C)(C)C)(C)C.CC[O:27][CH2:28][CH3:29]>C(O)(=O)C.[Zn]>[OH:16][CH2:15][CH2:14][CH2:13][CH2:12][CH2:11][C:6]12[CH2:29][C:28](=[O:27])[CH2:8][CH:7]1[CH2:3][CH2:4][CH2:5]2Komponenten
Edukt 2
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 2
Reaktionsbedingungen
- Temperatur
- 70 °C
Versuchsvorschrift
The starting material, 6,6-dichloro-2-(5-[(1,1-dimethylethyl)dimethylsiloxy]pent-1-yl)bicyclo[3.3.0]octan-7-one {1,1-dichloro-4-[5-[[(1,1-dimethylethyl)dimethylsilyl]oxy]pentyl]hexahydro-2(1H)-pentalenone} (12.1 g, 0.30 moles) is dissolved in glacial acetic acid (85 ml) and the solution is stirred while zinc (25 g) is slowly added. The reaction is heated at 70° C. for 1 hour, after which time ether (100 ml) is added and the solution filtered. The filtrate is washed with brine and then neutralized with saturated sodium bicarbonate. The ether layer is separated and dried over anhydrous sodium sulfate. The solvent is removed under vacuum leaving a clear yellow oil. The crude product is chromatographed on silica gel and subsequently kugelrohred under vacuum leaving a clear, colorless oil (0.72 g, 3.4 mmoles).
Aufarbeitung
- additionis slowly added
- filtrationthe solution filtered
- washThe filtrate is washed with brine
- customThe ether layer is separated
- dry with materialdried over anhydrous sodium sulfate
- customThe solvent is removed under vacuum
- customleaving a clear yellow oil
- customThe crude product is chromatographed on silica gel
Quellen und Nachweise
- ORD-Eintrag
- ord-07de6f9d07274b2d8da701a3827ee4ce
- Quelldatensatz
- uspto-grants-1989_08
- Patentnummer
- US04855322
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