Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Bromine | HCID 24408 | — |
| Edukt | Aluminum(III) Chloride | HCID 6451240 | — |
| Edukt | HCID 178521548 | HCID 178521548 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Produkt | HCID 178521543 | HCID 178521543 | — |
Reaktionsschritte
(trans)-4-Phenylcyclohexanol (2 g) is dissolved in dichloromethane (40 mL) and cooled to −8° C. AlCl3 (3 g) is added portionwise and the mixture is stirred for further 15 minutes after addition is complete. Then a solution of bromine (1.87 mL) in dichloromethane (10 mL) is added dropwise. The mixture is stirred for 10 minutes and is then partitioned between dichloromethane and ice-water. Concentrated hydrochloric acid (20 mL) is added, the phases are separated and the aqueous phase is extracted 3 times with dichloromethane. The combined organic phases are dried (Na2SO4) and concentrated. The residue is chromatographed on silica gel (cyclohexane/ethyl acetate 2:1) to give the title compound. TLC: rf=0.3 (silicagel, cyclohexane/ethylacetate 2:1).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US09187477B2 |
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| Quelldatensatz | uspto-grants-2015_11 |
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| ORD ID | ord-13cc272b1f2243d1a74331530ec24fba |
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| Quellennotiz | uspto-grants-2015_11 |
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