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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1444966Generated: November 1, 2026

Hydrochloric Acid → HCID 57465815, compound

https://huagongshe.com/reaction/1444966

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantEthyl AcetateHCID 8857—
Reactant(E)-3-Nonen-2-oneHCID 5317045—
ReactantHCID 178472539HCID 178472539—
SolventTetrahydrofuranHCID 8028—
ProductHCID 57465815HCID 5746581599%

Reaction Steps

Under nitrogen atmosphere, 15 mL of THF was added to 3.05 g (5 mmol, 1.0 equivalent) of (BrZnCH2COOEt.THF)2. Under argon atmosphere, a solution of 0.70 g (5 mmol) of trans-3-nonen-2-one in 2.5 mL of THF was added dropwise while stirring at 0˜5° C. The mixture was stirred at 20˜25° C. for 3 hours. 8.5 mL of 1N hydrochloric acid was added dropwise at 20° C. or lower, followed by dilution with 25 mL of ethyl acetate. Then, the layers were separated. The organic layer was washed successively with 5 mL (×2) of 1N hydrochloric acid, 5 mL of water, 10 mL (×2) of an aqueous saturated sodium bicarbonate solution, and 5 mL (×2) of an aqueous saturated sodium chloride solution. After washing, the organic layer was dried with anhydrous magnesium sulfate. Concentration under reduced pressure afforded 1.13 g of the desired product (yield 99%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07662974B2
Source datasetuspto-grants-2010_02
ORD IDord-0b921336bba94ce0b70e8a7ca4d391db
Source noteuspto-grants-2010_02