HuagongsheHuagongshe Chemistry Print Report · For research reference only
HCID 68413366, compound → HCID 68412786, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | HCID 68413366 | HCID 68413366 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 68412786 | HCID 68412786 | 55.6% |
Reaction Steps
806 mg of 5-hydroxy-5-thiazol-2-yl-bicyclo[2.2.2]octan-2-one were dissolved in THF (7.2 mL) and 2.58 g of the Burgess'reagent was added portionwise at 0° C. The ice bath was removed and the reaction mixture was stirred at rt for 4 h, then quenched with cold water and extracted with DCM. The organic phase was washed with water and brine, dried over anh. Na2SO4, filtered and concentrated in vacuo. The crude material was purified by CC using EtOAc/heptane (1/2) as eluant to yield 412 mg of rac-(1R*,4R*)-5-thiazol-2-yl-bicyclo[2.2.2]oct-5-en-2-one as a yellowish oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08202885B2 |
| Source dataset | uspto-grants-2012_06 |
| ORD ID | ord-bee83d07e87d45b0a7e05afa97645ab4 |
| Source note | uspto-grants-2012_06 |