HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → HCID 64993550, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Methanol | HCID 887 | — |
| Reactant | Acetic acid, 2,2-dimethoxy-, methyl ester | HCID 66647 | — |
| Reactant | 1-(Thiazol-4-yl)ethanone | HCID 3348031 | — |
| Reactant | Sodium Methoxide | HCID 10942334 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 64993550 | HCID 64993550 | 88% |
Reaction Steps
A mixture of 4-acetylthiazole (1.0 g, 7.86 mmol) and methyl dimethoxyacetate (1.05 g, 7.86 mmol) in anhydrous diethyl ether (15 mL) was treated with sodium methoxide 4.37M in methanol (1.80 mL, 7.86 mmol) at 0° C. The resulting mixture was stirred at room temperature for 3 hours, and then diluted with ethyl acetate (10 mL). After cooling to 0° C., the reaction mixture was neutralized with 1N hydrochloric acid until pH 3 was reached. Water was added (6 mL) and layers were separated. The organic layer was washed with brine (10 mL), dried over sodium sulfate and concentrated in vacuo to provide 4,4-dimethoxy-1-(1,3-thiazol-2-yl)butane-1,3-dione (8a) (1.58 g, 6.89 mmol, 88%) which was used without further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09260395B2 |
| Source dataset | uspto-grants-2016_02 |
| ORD ID | ord-6377240c0a0f41ee8c234cd5e52110bb |
| Source note | uspto-grants-2016_02 |