HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 2-tert-Butyl-5-methyl-oxazole-4-carboxylic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Lithium hydroxide, monohydrate | HCID 168937 | — |
| Reactant | 2-tert-Butyl-5-methyl-oxazole-4-carboxylic acid methyl ester | HCID 57659745 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 2-tert-Butyl-5-methyl-oxazole-4-carboxylic acid | HCID 57659747 | 99.2% |
Reaction Steps
A mixture of methyl 2-tert-butyl-5-methyloxazole-4-carboxylate (44 mg, 0.22 mmol) and lithium hydroxide hydrate (47 mg, 1.1 mmol) in THF (1 mL) and water (1 mL) was stirred at room temperature for 19 hours. To the reaction was added 1 M HCl(aq) (1.1 mL, 1.1 mmol) and water, and the reaction was extracted with ethyl acetate. The combined extracts were washed with water, dried over sodium sulfate, and evaporated to give 2-tert-butyl-5-methyloxazole-4-carboxylic acid (40 mg, 98% yield) as a white solid. 1H NMR (400 MHz, CDCl3) δ 2.61 (s, 3H), 1.38 (s, 9H) ppm.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08519137B2 |
| Source dataset | uspto-grants-2013_08 |
| ORD ID | ord-ec4690cdb29c47bfbce1e1f7d3e71921 |
| Source note | uspto-grants-2013_08 |