Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|
| Edukt | Undecylenic Acid | HCID 5634 | — |
| Edukt | 2,2,2-Trifluoroethanol | HCID 6409 | — |
| Edukt | Myristyl bromide | HCID 8208 | — |
| Edukt | Dicyclohexylcarbodiimide | HCID 10868 | — |
| Edukt | 10-Undecynoic acid | HCID 31039 | — |
| Edukt | 2,2,2-trifluoroethyl Undec-10-enoate | HCID 11482501 | — |
| Edukt | 2,2,2-Trifluoroethyl undec-10-ynoate | HCID 86658304 | — |
| Katalysator | 4-(Dimethylamino)pyridine | HCID 14284 | — |
| Lösungsmittel | Dimethyl Sulfoxide | HCID 679 | — |
| Produkt | 1-Undecene, 11-fluoro- | HCID 68046 | — |
Reaktionsschritte
Glassware used for surface modification was cleaned with organic solvents and etched overnight in basic detergent solution. Prior to use, it was rinsed with ultrapure water and dried at 120° C. 1-Hexadecene (98%, Sigma-Aldrich) was purified by column chromatography and vacuum distillation. 1-Hexadecyne was obtained by reacting 1-bromotetradecane with lithium acetylide ethylenediamine complex in dimethylsulfoxide. 11-Fluoroundec-1-ene was synthesized as described elsewhere.14 2,2,2-Trifluoroethyl undec-10-ynoate and 2,2,2-trifluoroethyl undec-10-enoate were synthesized by esterification of 10-undecynoic acid, respectively 10-undecenoic acid, with 2,2,2-trifluoroethanol using N,N′-dicyclohexylcarbodiimide as a coupling reagent and 4-dimethylaminopyridine as a catalyst. Solvents used were either of analytical grade or distilled prior to use.
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patentnummer | US08993479B2 |
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| Quelldatensatz | uspto-grants-2015_03 |
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| ORD ID | ord-0b2f3dd8dcb24da89fa6a77c85fd4e20 |
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| Quellennotiz | uspto-grants-2015_03 |
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