Reaktionsgleichung
[C:1]1([OH:7])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.P([O-])([O-])(O[CH2:11][C:12](C1C=CC=CC=1)([C:16]1C=CC=CC=1)[C:13](C)=[CH2:14])=O>C(=S)=S>[CH3:11][C:12]1([CH3:16])[C:6]2[C:1](=[CH:2][CH:3]=[CH:4][CH:5]=2)[O:7][CH2:14][CH2:13]1Komponenten
Edukt 2
Produkt 1
Reagenzien, Katalysatoren, Lösungsmittel 1
Reaktionsbedingungen
- Temperatur
- 0 °C
Versuchsvorschrift
To a dry, ice-cooled flask containing 34.95 g (0.134 mol) of stannic chloride was added quickly under argon 63.0 g (0.669 mol) of phenol. The mixture was stirred at 0° C. for 0.5 hour and then treated with 43.0 g (0.135 mol) of diphenyl-3-methyl-3-buten-1-yl phosphate, followed by a 5 ml carbon disulfide rinse. The mixture was stirred at room temperature for 21 hours and then quenched by pouring onto 700 g ice and 1 liter of 1.5N NaOH. The mixture was extracted with 1×600 ml and 2×300 ml ether. The combined ether fractions were washed with 2N NaOH, saturated NaCl and dried (MgSO4). Solvent was removed in vacuo and the residue purified by flash chromatography (silica; 2% ether in hexane) to give the title compound as a colorless oil.
Aufarbeitung
- temperatureTo a dry, ice-cooled flask
- washrinse
- stirringThe mixture was stirred at room temperature for 21 hours
- customquenched
- additionby pouring onto 700 g ice and 1 liter of 1.5N NaOH
- extractionThe mixture was extracted with 1×600 ml and 2×300 ml ether
- washThe combined ether fractions were washed with 2N NaOH, saturated NaCl
- dry with materialdried (MgSO4)
- customSolvent was removed in vacuo
- customthe residue purified by flash chromatography (silica; 2% ether in hexane)
Quellen und Nachweise
- ORD-Eintrag
- ord-7f43cbdfbb7f4eeda3a889b20c90e84f
- Quelldatensatz
- uspto-grants-1994_10
- Patentnummer
- US05354752
Verknüpfte Notizen
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