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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 844618Generated: October 30, 2026

2-Methyl-3-butyn-2-ol → 6-Methyl-4,5-heptadien-2-one

https://huagongshe.com/reaction/844618

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-Methyl-3-butyn-2-olHCID 8258—
Reactant2-MethoxypropeneHCID 8300—
ReactantSodium AcetateHCID 517045—
CatalystHydroquinoneHCID 785—
CatalystMethanesulfonic AcidHCID 6395—
SolventHeptaneHCID 8900—
Product6-Methyl-4,5-heptadien-2-oneHCID 979375589%

Reaction Steps

21.1 g 2-methyl-3-butin-2-ol, 54.1 g isopropenyl methyl ether, 0.05 g hydroquinone and 100 mL n-heptane were initially introduced into a 500 ml flask. 20.7 mg methanesulfonic acid were added, while stirring. The reaction mixture was stirred under reflux for 6.5 hours. After cooling, it was neutralized with 2 ml methanolic NaOAc solution (10 g/1) and evaporated. After distillation in vacuo, 27.5 g 6-methyl-4,5-heptadien-2-one were obtained, corresponding to a yield of 89%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06380437B1
Source datasetuspto-grants-2002_04
ORD IDord-59e5b4687419485cba2782c8c47d8d23
Source noteuspto-grants-2002_04