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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 220231Generated: October 29, 2026

p-Toluenesulfonic acid → HCID 68411694, compound

https://huagongshe.com/reaction/220231

Reaction equation

Participants

RoleNameHCIDCharge
Reactantp-Toluenesulfonic acidHCID 6101—
ReactantHCID 68415225HCID 68415225—
SolventAcetoneHCID 180—
SolventEthyl AcetateHCID 8857—
ProductHCID 68411694HCID 6841169484%

Reaction Steps

3.03 g of crude 5-hydroxy-5-(4-methoxy-phenyl)-bicyclo[2.2.2]octan-2-one (intermediate K2A.1) was dissolved in 100 mL of acetone, 2.90 g of TsOH were added and the mixture was stirred at rt overnight. Then the reaction mixture was diluted with EtOAc, the organic phase washed with sat. aq. NaHCO3 and evaporated. The crude material was purified by CC with Hep-EtOAc (20:1) to yield 2.36 g of rac-(1R*,4R*)-5-(4-methoxy-phenyl)-bicyclo[2.2.2]oct-5-en-2-one.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08202885B2
Source datasetuspto-grants-2012_06
ORD IDord-69ff82052ee04dd887b71c2dfb7b0348
Source noteuspto-grants-2012_06