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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1081276Generated: October 31, 2026

Water → HCID 23363903, compound

https://huagongshe.com/reaction/1081276

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantPiperidineHCID 8082—
ReactantHCID 3099024HCID 3099024—
ReactantBicyclo[2.2.1]hept-1-eneHCID 13129031—
CatalystHCID 178419050HCID 178419050—
SolventFormic AcidHCID 284—
SolventDimethylformamideHCID 6228—
SolventEthyl AcetateHCID 8857—
ProductHCID 23363903HCID 2336390360%

Reaction Conditions

Temperature60 °C

Reaction Steps

5'-Iodo-spiro[1,3-dioxolane-2,3'-[3H]indol]-2'(1'H)-one (3.5 g), bicyclo[2.2.1]heptene (1.15 g), piperidine (3.2 g) and bis(triphenylphosphine)palladium (II) acetate (0.35 g) in DMF (5 ml) and formic acid (1.1 ml) were heated and stirred under nitrogen at 60° C. for 1 hour. The mixture was cooled, water (50 ml) and ethyl acetate (50 ml) were added, and after 5 minutes the organic layer was separated, washed, dried and evaporated to dryness. The residue was purified by flash chromatography to yield the title compound (60%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05585378
Source datasetuspto-grants-1996_12
ORD IDord-4948956204e14d6c81bfa60e1736dc9d
Source noteuspto-grants-1996_12