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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2425334Generated: October 27, 2026

Acetate → HCID 11008759, compound

https://huagongshe.com/reaction/2425334

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAcetateHCID 175—
ReactantTriphenylphosphineHCID 11776—
Reactant1,3-CyclopentanedioneHCID 77466—
Reactant1,8-Diazabicyclo(5.4.0)undec-7-eneHCID 81184—
Catalystpalladium(II) acetateHCID 167845—
SolventDiethyl EtherHCID 3283—
SolventTetrahydrofuranHCID 8028—
ProductHCID 11008759HCID 11008759—

Reaction Steps

There were put 1.1 g of 1,3-cyclopentandione manufactured by Tokyo Chemical Industry Co., Ltd., and 20 mL of dry tetrahydrofuran manufactured by Kanto Chemical Co., Inc. in a 100 mL round-bottom flask. To the resultant mixture, 3.3 mL of ally acetate manufactured by Tokyo Chemical Industry Co., Ltd., 3.3 mL of 1,8-diazabicyclo[5.4.0]undec-7-ene manufactured by Tokyo Chemical Industry Co., Ltd., 10.55 mg of palladium acetate manufactured by N.E. Chemcat Corporation, and 49.31 mL of triphenylphosphine manufactured by Kanto Chemical Co., Inc. were added. The mixture was stirred for 23 hours at a room temperature under a nitrogen atmosphere. There was added 20 mL of ether to the reaction mixture, and the resultant mixture was washed twice with each 20 mL of saturated aqueous ammonium chloride. The washed mixture was further washed with 20 mL of water, and was further washed with 20 mL of a saturated sodium chloride solution. The washed mixture was dried over magnesium sulfate. The dried mixture was subjected to evaporation to remove the solvents contained therein. The obtained liquid was distilled in vacuo, thereby obtaining 1.85 g of 2,2-diallylcyclohexan-1,3-dione as a colorless and oily fraction at 55° C. under a pressure of 4 mmHg.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07964691B2
Source datasetuspto-grants-2011_06
ORD IDord-d97eded8aab44d50874a1bab92715d46
Source noteuspto-grants-2011_06