HuagongsheHuagongshe Chemistry Print Report · For research reference only
Water → (5-Methyl-3-pyridin-2-yl-isoxazol-4-yl)-methanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | Aluminium lithium hydride | HCID 21226445 | — |
| Reactant | HCID 22309063 | HCID 22309063 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | (5-Methyl-3-pyridin-2-yl-isoxazol-4-yl)-methanol | HCID 66643722 | 86% |
Reaction Steps
To a solution of 5-methyl-3-pyridin-2-yl-isoxazole-4-carboxylic acid ethyl ester (4.1 g, 18 mmol) in THF (229 mL) at 0° C. was added lithium aluminum hydride (367 mg, 10 mmol). And the resulting mixture stirred for 1 h at room temperature. Water (1.9 mL) was added carefully followed by aqueous sodium hydroxide (15%, 1.9 mL) and water (0.54 mL). The resulting suspension was stirred for 15 min at ambient temperature and filtered over Hyflo®. Concentration and trituration with heptane afforded the title compound (2.88 g, 86%) as a light yellow solid. MS: m/e=191.3 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08877783B2 |
| Source dataset | uspto-grants-2014_11 |
| ORD ID | ord-2f8e61a654244fe4b37a13008f6913ff |
| Source note | uspto-grants-2014_11 |