Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | Pyridine | HCID 1049 | — |
| Reactant | Acetic Anhydride | HCID 7918 | — |
| Reactant | HCID 68711506 | HCID 68711506 | — |
| Product | HCID 68707308 | HCID 68707308 | 54% |
Reaction Steps
Acetic anhydride (2 ml, 20 mmol) was added dropwise at room temperature to a solution (4 ml) of 3-[2-(3,4-dimethoxyphenyl)thiazole-4-yl]-1-(3,4-dihydroxyphenyl)propanone (320 mg, 0.78 mmol) in pyridine at room temperature, followed by stirring at the same temperature for 1 hour. Methanol (10 ml) was added to the reaction mixture, stirring was carried out at room temperature for 1 hour, and the solvent was distilled off under reduced pressure. Subsequently, water was added, and extraction with ethyl acetate was performed. The residue was purified by silica gel column chromatography (eluent: ethyl acetate). The solvent was distilled off under reduced pressure, and the residue was recrystallized from an ethyl acetate/n-hexane mixed solvent, to thereby obtain 195 mg (yield: 54%) of 3-[2-(3,4-dimethoxyphenyl)thiazole-4-yl]-1-(3,4-diacetoxyphenyl)propanone as colorless needles.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08450352B2 |
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| Source dataset | uspto-grants-2013_05 |
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| ORD ID | ord-bda40c3896b64ace8633ad69f4c7cc6b |
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| Source note | uspto-grants-2013_05 |
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