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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2040155Generated: October 27, 2026

Potassium Carbonate → 8-(4-Chlorophenyl)spiro[4.5]dec-8-ene-9-carbaldehyde

https://huagongshe.com/reaction/2040155

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
ReactantTetrabutylammoniumHCID 16028—
Reactant4-Chlorophenylboronic acidHCID 74299—
Reactant8-Chlorospiro[4.5]dec-7-ene-7-carbaldehydeHCID 86648176—
Catalystpalladium(II) acetateHCID 167845—
SolventWaterHCID 962—
Product8-(4-Chlorophenyl)spiro[4.5]dec-8-ene-9-carbaldehydeHCID 87295006—

Reaction Conditions

Temperature45 °C

Reaction Steps

To a suspension of EXAMPLE 71A (3 g) in water (50 mL) was added 4-chlorophenylboronic acid (2.83 g), tetrabutylammonium (4.87 g), potassium carbonate (6.26 g) and palladium(II) acetate (0.169 g). The reaction mixture was stirred at 45° C. for 5 hours and extracted with dichloromethane. The organic layer was concentrated and the residue was loaded onto a silica gel column, and eluted with 5-20% ethyl acetate in hexane to give the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08580794B2
Source datasetuspto-grants-2013_11
ORD IDord-b68128ca9e404dcb82f21801aa9ab04d
Source noteuspto-grants-2013_11