Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Styrene | HCID 7501 | — |
| Edukt | Cyclohexylbenzene | HCID 13229 | — |
| Edukt | Sodium | HCID 5360545 | — |
| Lösungsmittel | Isopropanol | HCID 3776 | — |
| Produkt | Styrene | HCID 7501 | — |
| Produkt | Cyclohexylbenzene | HCID 13229 | — |
| Produkt | 1-Phenyl-1-(2-phenylethyl)cyclohexane | HCID 13981624 | — |
Reaktionsschritte
A mixture of 3,100 grams (g) of anhydrous phenylcyclohexane, 40 g of metallic sodium and 11 g of isopropyl alcohol was placed in a 5-liter glass flask and heated to 130° C., and 650 g of styrene was dropped over 3 hours while vigorously stirring and subsequently the resulting mixture was stirred for 1 hour to complete the reaction. Stirring was stopped and the reaction mixture was allowed to stand and cool. Then an oil layer was separated and 200 g of ethanol was added. The resulting mixture was washed three times with each of 2 liters (l) of a 5N aqueous solution of hydrochloric acid and 2 l of saturated aqueous solution of sodium chloride, and dried over anhydrous sodium sulfate. The unreacted phenylcyclohexane was distilled away by the use of a rotary evaporater, and the residue was distilled under reduced pressure to yield 850 g of a fraction having a boiling point of 160°-170° C. at 0.3 mmHg (this fraction is hereinafter referred to as "Fraction f-1") and 550 g of a fraction having a boiling point of 210°-220° C. at 0.3 mmHg (this fraction is hereinafter referred to as "Fraction f-2"). An analysis confirmed that the Fraction f-1 was a compound resulting from addition of one styrene molecule to phenylcyclohexane, i.e., 1-phenyl-1-(2-phenylethyl)cyclohexane, and the Fraction f-2 was a compound resulting from addition of two styrene molecules to phenylcyclohexane, i.e., 1-phenyl-1-(2,4-diphenylbutyl)cyclohexane.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US04704490 |
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| Quelldatensatz | uspto-grants-1987_11 |
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| ORD ID | ord-5842cbd05ef742fb9086b8b1fa9a345c |
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| Quellennotiz | uspto-grants-1987_11 |
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