HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → (2-Bromo-5-methylthiazol-4-yl)methanol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | (2-Bromo-5-methyl-1,3-thiazol-4-yl)methyl acetate | HCID 58127777 | — |
| Solvent | Tetrahydrofuran ethanol | HCID 21873804 | — |
| Product | (2-Bromo-5-methylthiazol-4-yl)methanol | HCID 58127549 | 59.1% |
Reaction Steps
To a mixed solution of the compound (1.2 g, 4.8 mmol) obtained in Example 80c in ethanol/tetrahydrofuran (v/v=1/1, 4 mL) was added 2N aqueous sodium hydroxide solution (4.8 mL, 9.6 mmol), and the mixture was stirred at room temperature overnight. The reaction mixture was neutralized with 1N hydrochloric acid, and the mixture was extracted with ethyl acetate. The obtained organic layer was washed with saturated brine, and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure. The resulting crude title compound was purified by column chromatography (hexane-hexane/ethyl acetate=50/50) to give the title compound (590 mg, 59%) as a colorless solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08461348B2 |
| Source dataset | uspto-grants-2013_06 |
| ORD ID | ord-cc683154f5fa4650abb2c423fae48258 |
| Source note | uspto-grants-2013_06 |