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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1885761Generated: October 25, 2026

Toluene → Muskone

https://huagongshe.com/reaction/1885761

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
Reactant(2E)-cyclopentadec-2-en-1-oneHCID 11074987—
ProductMuskoneHCID 10947—

Reaction Steps

In 10 ml of dried toluene was dissolved 5 mmol of (E)-2-cyclopentadecenone, and the solution was added dropwise to the above solution, followed by allowing the reaction to proceed at a temperature from -78° C. to -60° C. for 15 hours. Thereafter, the same procedures as in Example 14 were followed to obtain muscone in a chemical yield of 89 mol %. The resulting muscone was R-form having an optical rotation of -12.0° (at 21° C., c 5.07, MeOH) and an optical purity of 100%ee.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05146003
Source datasetuspto-grants-1992_09
ORD IDord-7cb99ecf76c54a52828db4a9750ddc62
Source noteuspto-grants-1992_09