Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Hydrochloric Acid | HCID 313 | — |
| Edukt | Phenol | HCID 996 | — |
| Edukt | 1-Dodecanethiol | HCID 8195 | — |
| Edukt | 3,3,5-Trimethylcyclohexanone | HCID 13398 | — |
| Produkt | (1,1'-Biphenyl)-2,3'-diol | HCID 33665 | — |
Reaktionsschritte
7.5 mol (705 g) phenol and 0.15 mol (30.3 g) dodecylthiol are introduced into a 1-liter round-bottomed flask equipped with a stirrer, dropping funnel, thermometer, reflux condenser and gas inlet pipe and saturated with dry HCl gas at 28° to 30° C. A solution of 1.5 mol (210 g) dihydroisophorone (3,3,5-trimethylcyclohexan-1-one) and 1.5 mol (151 g) phenol is added dropwise to the resulting solution over a period of 3 hours, HCl gas continuing to be passed through the reaction solution. After the addition, HCl gas is introduced for another 5 hours. The mixture is then left to react for 8 hours at room temperature. The excess phenol is then removed by steam distillation. The residue is hot-extracted twice with petroleum ether (60-90) and once with methylene chloride and filtered off. Yield: 370 g, Mp: 205°-207° C.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US05227458 |
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| Quelldatensatz | uspto-grants-1993_07 |
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| ORD ID | ord-d1b6ca327397496489c9a50fd43663c3 |
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| Quellennotiz | uspto-grants-1993_07 |
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