Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Ethyl Acetate | HCID 8857 | — |
| Edukt | Linoleoyl chloride | HCID 9817754 | — |
| Edukt | HCID 86660473 | HCID 86660473 | — |
| Lösungsmittel | Pyridine | HCID 1049 | — |
| Produkt | HCID 86660475 | HCID 86660475 | 65% |
Reaktionsschritte
Linoleoyl chloride (208 mg, 0.696 mmol) was added to a solution of (E)-3-(3′-adamantan-1-yl-4′-hydroxybiphenyl-4-yl)-acrylic acid tert-butyl ester (200 mg, 0.464 mmol) in pyridine (2.2 ml). The resulting mixture was heated to 50° C. for 1 h, and then stirred at RT overnight. After addition of EtOAc, the organic phase was washed twice with 1N HCl, water, dried over Na2SO4, filtered and removed under reduced pressure. (E)-Octadeca-9,12-dienoic acid 3-adamantan-1-yl-4′-(2-tert-butoxycarbonylvinyl)biphenyl-4-yl ester was obtained as a colourless oil after purification on silica gel (EtOAc/hexane 5:95) in 65% yield (210 mg).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US08530517B2 |
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| Quelldatensatz | uspto-grants-2013_09 |
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| ORD ID | ord-470bff9b5847421b9928813953b96742 |
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| Quellennotiz | uspto-grants-2013_09 |
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