HuagongsheHuagongshe Chemistry Print Report · For research reference only
Thionyl Chloride → HCID 15463549, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Thionyl Chloride | HCID 24386 | — |
| Reactant | 5-Aminophthalide | HCID 720669 | — |
| Reactant | HCID 18350647 | HCID 18350647 | — |
| Solvent | Dimethylacetamide | HCID 31374 | — |
| Product | HCID 15463549 | HCID 15463549 | — |
Reaction Conditions
| Temperature | 0 °C |
|---|
Reaction Steps
400 mg of 2-hydroxy-4-(2-methoxyphenyl)-4-methyl-2-trifluoromethyl-valeric acid is mixed in 5 ml of dimethylacetamide at 0° C. with 0.23 ml of thionyl chloride. After 30 minutes of stirring at 0° C., 390 mg of 5-aminophthalide in 2 ml of dimethylacetamide is added, and the mixture is stirred for another 4 hours at this temperature. Then, ice water is added, extracted with ethyl acetate, and after drying (Na2SO4), the crude product is chromatographed on silica gel. With hexane/ethyl acetate (50:50), the title compound is obtained in a crystalline state, flash point 134-135° C.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06323199B1 |
| Source dataset | uspto-grants-2001_11 |
| ORD ID | ord-4bf377a5527d484ebf70cabc1bedacf9 |
| Source note | uspto-grants-2001_11 |