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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 220233Generated: October 29, 2026

HCID 68413366, compound → HCID 68412786, compound

https://huagongshe.com/reaction/220233

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHCID 68413366HCID 68413366—
SolventTetrahydrofuranHCID 8028—
ProductHCID 68412786HCID 6841278655.6%

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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08202885B2
Source datasetuspto-grants-2012_06
ORD IDord-bee83d07e87d45b0a7e05afa97645ab4
Source noteuspto-grants-2012_06