Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Aluminium lithium hydride | HCID 21226445 | — |
| Reactant | HCID 86675569 | HCID 86675569 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 86675568 | HCID 86675568 | 74.5% |
Reaction Steps
3-butyl-6-methylheptan-2-one (5.00 g, 27.1 mmol) was dissolved in dry THF (70 ml). The solution was cooled to −15° C., and a suspension of LiAlH4 (3.5M, 2.7 ml, 9.45 mmol) was added over 15 minutes under stirring. After one hour at −15° C., a complete conversion was observed. The grey suspension was warmed to 0° C., and hydrolyzed by slow and successive addition of: water (0.36 g), 15% aqueous NaOH (0.36 g) and water (1.08 g). After warming to room temperature, the white precipitate was filtered, and the solvent removed under vacuum. The crude product was distilled bulb-to-bulb (Kugelrohr, oven 50° C., 0.2 mbar) (yield: 74.5%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08809256B2 |
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| Source dataset | uspto-grants-2014_08 |
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| ORD ID | ord-ac28e1cdf08a422ea9d2558a55f50360 |
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| Source note | uspto-grants-2014_08 |
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