Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Silane | HCID 23953 | — |
| Reactant | Perfluorooctanoyl chloride | HCID 78978 | — |
| Reactant | Silane, tris(1-methylethyl)- | HCID 138754 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Product | Octanal, pentadecafluoro- | HCID 533723 | 89.4% |
Reaction Steps
Catalyst 10% Pd/C (200 mg) was placed in a 3-necked round bottom flask and cooled at 0° C. Triisopropylsilane (3.32 g, 21 mmol) was added, followed by perflurooctanoyl chloride (7.9 g, 18.2 mmol). The mixture was allowed to warm to room temperature and was then controlled at 25°-27° C. during the exothermic reaction. After 3 hr, GC analysis showed aldehyde/acid chloride ratio=94/6. Another 0.26 mL of silane was added and stirring was continued for 1 hr. Vacuum transfer gave liquid which was chilled at -25° C. The resulting solid was shaken with petroleum ether, chilled at -25° C., and separated again. In this way, 6.48 g of product was obtained, mp ca. -5° C. NMR spectra were as described in Example 1.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05563235 |
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| Source dataset | uspto-grants-1996_10 |
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| ORD ID | ord-5a2fde5d88ea451ea4bba00170dc3b0f |
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| Source note | uspto-grants-1996_10 |
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