HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 4-Oxobicyclo[3.2.1]oct-2-en-2-yl 2-methyl-3-methylsulfinyl-4-trifluoromethylbenzoat
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Bicyclo(3.2.1)octane-2,4-dione | HCID 144686 | — |
| Reactant | 1,3-Propanediamine, N'-(ethylcarbonimidoyl)-N,N-dimethyl-, monohydrochloride | HCID 2723939 | — |
| Reactant | HCID 66679876 | HCID 66679876 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | 4-Oxobicyclo[3.2.1]oct-2-en-2-yl 2-methyl-3-methylsulfinyl-4-trifluoromethylbenzoat | HCID 66679307 | — |
Reaction Steps
250 mg (0.94 mmol) of 2-methyl-3-(methylsulfinyl)-4-(trifluoromethyl)benzoic acid were introduced into 25 ml of dry dichloromethane. Thereafter 143 mg (1.03 mmol) of bicyclo[3.2.1]octane-2,4-dione and subsequently, in portions, 216 mg (1.13 mmol) of 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride were added. The mixture was stirred at room temperature for 16 hours and then admixed with 5 ml of 1M hydrochloric acid. Following phase separation, the organic phase was freed from the solvent on a rotary evaporator. The residue was purified by chromatography, with 170 mg of clean product being isolated.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08563779B2 |
| Source dataset | uspto-grants-2013_10 |
| ORD ID | ord-ae50c2b88f9c46cab70688e9fd089b86 |
| Source note | uspto-grants-2013_10 |