HuagongsheHuagongshe Chemistry Print Report · For research reference only
Cesium carbonate → HCID 67266786, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | 2-Cyclopenten-1-one | HCID 13588 | — |
| Reactant | HCID 67267429 | HCID 67267429 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Solvent | Ammonium Chloride | HCID 25517 | — |
| Product | HCID 67266786 | HCID 67266786 | 90% |
Reaction Steps
At 0° C. 170 mg (0.5 mmol, 0.2 eq) of Cs2CO3 were added to a stirred solution of 760 mg (2.6 mmol) of 2-benzenesulfonylmethyl-5-trifluoromethyl-[1,3,4]oxadiazole in 30 mL of THF. After 45 min, 0.23 mL (2.9 mmol) of 2-cyclopenten-1-one were added. The reaction mixture was stirred at RT for 15 hours, diluted with saturated aqueous NH4Cl and extracted with EtOAc. The combined organic phases were dried over Na2SO4, filtered and evaporated. Column chromatography on silica gel with heptane/EtOAc 1:1 yielded 0.88 mg (90%) of 3-[benzenesulfonyl-(5-trifluoromethyl-[1,3,4]oxadiazol-2-yl)-methyl]-cyclopentanone as colorless foam, 375 (MH+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07906546B2 |
| Source dataset | uspto-grants-2011_03 |
| ORD ID | ord-f3c3317ddfe34909ba09f09788791db9 |
| Source note | uspto-grants-2011_03 |