Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Potassium sodium tartarate | HCID 9855836 | — |
| Reactant | HCID 14026395 | HCID 14026395 | — |
| Reactant | Diisobutylaluminumhydride toluene | HCID 86583787 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 89975775 | HCID 89975775 | 101.6% |
Reaction Steps
13.5 mL of a 1.5 mol/L diisobutylaluminum hydride/toluene solution was added dropwise to a solution of 3.8 g of 5-methyl-3-phenoxyoxolane-2-one in 40 mL of toluene at −78° C., and the obtained mixture was then stirred for 15 minutes. Thereafter, 1 mL of methanol was added to the reaction mixture, and thereafter, 50 mL of a 20% potassium sodium tartrate aqueous solution was added to the mixture at room temperature. The thus obtained mixture was stirred for 1 hour, and the water layer was then removed. The water layer was extracted with 100 mL of ethyl acetate, and the combined organic layer was then dried over anhydrous sodium sulfate. After that, the solvent was distilled away under reduced pressure, so as to obtain 3.9 g of 5-methyl-3-phenoxyoxolan-2-ol in the form of a colorless oily product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09221865B2 |
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| Source dataset | uspto-grants-2015_12 |
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| ORD ID | ord-10b4c201ea5d46d5b14fe53e83bcae2f |
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| Source note | uspto-grants-2015_12 |
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