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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1435099Generated: November 2, 2026

1-Bromooctadecane → 2-Heneicosanone

https://huagongshe.com/reaction/1435099

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-BromooctadecaneHCID 8218—
ReactantPotassium CarbonateHCID 11430—
Reactant18-Crown-6HCID 28557—
ReactantAcetylacetoneHCID 31261—
SolventEthanolHCID 702—
SolventWaterHCID 962—
Product2-HeneicosanoneHCID 52980595%

Reaction Conditions

Temperature95 °C

Reaction Steps

To a 2 L two-necked round bottom flask equipped with water condenser, calcium chloride guard tube and mechanical stirrer, 100 g of 2,4-pentanedione, 600 g of 1-bromooctadecane, 10 g of 18-crown-6, anhydrous potassium carbonate 125 g and 550 ml of absolute ethanol were added with stirring. The mixture was refluxed at 95° C. with continuous stirring for 24 hrs, after refluxing at the said temperature, the mixture was cooled to ambient temperature (25° C.), 550 ml of water was added to it and the 2-heneicosanone was extracted with dichloromethane from the mixture. On distillation of dichloromethane, 2-heneicosanone was obtained.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07615672B2
Source datasetuspto-grants-2009_11
ORD IDord-2b68cfa713864002b3a8137d880427a5
Source noteuspto-grants-2009_11