Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Sodium Sulfate | HCID 24436 | — |
| Reactant | Aluminium lithium hydride | HCID 21226445 | — |
| Reactant | HCID 59527136 | HCID 59527136 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 59527523 | HCID 59527523 | 88.7% |
Reaction Steps
To a suspension of lithium aluminum hydride (418 mg) in anhydrous THF (25 mL) was added dropwise under ice-cooling a solution of ethyl 5-(2,3-dihydro-1,4-benzodioxin-6-yl)pentanoate (2.91 g) in anhydrous THF (10 mL) under nitrogen atmosphere. The mixture was stirred under ice-cooling for 30 minutes, and then a saturated aqueous sodium sulfate solution was added dropwise thereto, followed by stirring at room temperature for 1 hour. Ethyl acetate was added thereto, and the organic layer was washed with saturated brine and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (eluent: hexane/ethyl acetate=65/35) to obtain 5-(2,3-dihydro-1,4-benzodioxin-6-yl)pentan-1-ol (2.17 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08367702B2 |
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| Source dataset | uspto-grants-2013_02 |
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| ORD ID | ord-62675118631a40d889cd447212951d75 |
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| Source note | uspto-grants-2013_02 |
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