HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl 3-methyl-5-(3-methylphenyl)-4-isoxazole carboxylate → 3-Methyl-5-(3-methylphenyl)-1,2-oxazole-4-carboxylic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl 3-methyl-5-(3-methylphenyl)-4-isoxazole carboxylate | HCID 22279613 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 3-Methyl-5-(3-methylphenyl)-1,2-oxazole-4-carboxylic acid | HCID 22279514 | 98.3% |
Reaction Steps
Methyl 3-methyl-5-(3-methylphenyl)-4-isoxazole carboxylate (183 mg) was dissolved in tetrahydrofuran/distilled water=4/1 (2 ml). Lithium hydroxide (66.5 mg) was added at room temperature, and the mixture was stirred at that temperature for 20 hours. After the completion of the reaction, 5%-aqueous hydrochloric acid was added to acidify the system, and the reaction product was extracted by liquid separation using chloroform and washed with saturated aqueous solution of sodium chloride. The product was dried over sodium sulfate to concentrate and the residue was dried using a vacuum pump. Thus, a useful intermidiate, i.e., 3-methyl-5-(3-methylphenyl)-4-isoxazole carboxylic acid (169 mg, yield 98%) was obtained.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06964975B2 |
| Source dataset | uspto-grants-2005_11 |
| ORD ID | ord-cace0fdcf82842749459864c3f4ef8d8 |
| Source note | uspto-grants-2005_11 |