Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Hexane | HCID 8058 | — |
| Reactant | Diisobutylaluminumhydride | HCID 21225700 | — |
| Reactant | HCID 54543787 | HCID 54543787 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 53873716 | HCID 53873716 | 84.4% |
Reaction Steps
To a solution of ethyl 2-(1-methylethyl)-5,9-dimethyl-2,4,8-decatrienate (280 mg, 1.14 mmol) in toluene (5 ml) chilled at -72° C. under argon atmosphere was dropwise added 0.92M solution of diisobutylaluminum hydride in hexane (3.72 ml, 3.42 mmol). After stirring at -72° C. for 10 minutes, the reaction mixture was mixed with water (1.5 ml) for stopping the reaction. The reaction mixture was vigorously stirred at room temperature for 1 hour, and precipitates were filtered off. The filtrate was concentrated and the residue was chromatographed on a silica gel column to give 2-(1-methylethyl)-5,9-dimethyl-2,4,8-decatrien-1-ol (214 mg, 84%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05149843 |
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| Source dataset | uspto-grants-1992_09 |
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| ORD ID | ord-2dccb463792642bb83c8ae7ebcb772b7 |
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| Source note | uspto-grants-1992_09 |
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