HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 3-(2-Methylsulfanylpyrimidin-4-yl)-4-oxo-4-(3-trifluoromethylphenyl)butyric Acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Hexane | HCID 8058 | — |
| Reactant | 1,4-Dioxane | HCID 31275 | — |
| Reactant | 3-(2-Methylsulfanylpyrimidin-4-yl)-4-oxo-4-(3-trifluoromethylphenyl)butyric Acid Methyl Ester | HCID 59083709 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Product | 3-(2-Methylsulfanylpyrimidin-4-yl)-4-oxo-4-(3-trifluoromethylphenyl)butyric Acid | HCID 18176631 | — |
Reaction Steps
A solution of Compound 4 (27.1 g, 64 mmol) and dioxane (500 mL) were stirred under argon. Hydrochloric acid (6N, 250 mL) was added dropwise using an addition funnel. After 3d dioxane was removed in vacuo. The remaining aqueous mixture was extracted exhaustively with methylene chloride. The combined organic extracts were dried over anhydrous sodium sulfate then the solvent was removed in vacuo to give a yellow oil. Hexane followed by ether was added to afford a solid (5) which was isolated by vacuum filtration: 18.6 g (50.4 mmol, 79%)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06602872B1 |
| Source dataset | uspto-grants-2003_08 |
| ORD ID | ord-04b3fb150d244be0b587de9870a81c57 |
| Source note | uspto-grants-2003_08 |