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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1435100Generated: November 2, 2026

1-Bromooctadecane → 2-Heneicosanone

https://huagongshe.com/reaction/1435100

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

Temperature90 °C

Reaction Steps

To a 2 L two-necked round bottom flask equipped with water condenser, calcium chloride guard tube and mechanical stirrer, 70 g of 2,4-pentanedione, 650 g of 1-bromooctadecane, 8 g of 18-crown-6, anhydrous potassium carbonate 140 g and 600 ml of absolute ethanol were added with stirring. The mixture was refluxed at 90° C. with continuous stirring for 30 hrs; after refluxing at the said temperature, the mixture cooled to ambient temperature (25° C.), 600 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-34db3af5ede04e69a68440116697d694
Source noteuspto-grants-2009_11