Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Diisobutylaluminumhydride | HCID 21225700 | — |
| Reactant | HCID 22237068 | HCID 22237068 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 11231086 | HCID 11231086 | 95.2% |
Reaction Steps
210 mL of diisobutylaluminum hydride (1.0M toluene solution) was added under nitrogen atmosphere at 0° C. to the mixture of 27.0 g of 1-hydroxy-1-(5-norbornene-2-yl)-2,2,4,4,4-pentafluorobutane-3-one (synthesized according to [Example 1]) and 50 g of toluene, then the solution was stirred for 10 hours at 20° C. Dilute hydrochloric acid was added to quench the reaction and to neutralize it, and then the standard aqueous work-up was performed. The product was purified by silica gel column chromatography to yield 25.9 g of 1-(5-norbornene-2-yl)-2,2,4,4,4-pentafluorobutane-1,3-diol (yield was 95%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07012161B2 |
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| Source dataset | uspto-grants-2006_03 |
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| ORD ID | ord-20306e808f304cd2961885b9a1b730db |
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| Source note | uspto-grants-2006_03 |
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