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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1977525Generated: November 2, 2026

1,6-Dodecadien-3-ol, 3,7,11-trimethyl- → 5-Undecen-2-one, 6,10-dimethyl-

https://huagongshe.com/reaction/1977525

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,6-Dodecadien-3-ol, 3,7,11-trimethyl-HCID 115839—
ReactantSodium MethoxideHCID 10942334—
Reactant3,7,11-Trimethyl-6-dodecen-1-yn-3-olHCID 53835752—
Product5-Undecen-2-one, 6,10-dimethyl-HCID 101835—

Reaction Conditions

Temperature150 °C

Reaction Steps

To 630 g of the crude 3,7,11-trimethyl-1,6-dodecadien-3-ol thus obtained, 0.16 g of a methanolic sodium methoxide (concentration: 28%) was added, then the resulting mixture was heated at 150° C. for 1 hour to decompose unreacted 3,7,11-trimethyl-6-dodecen-1-yn-3-ol. Thereafter, the resultant solution was simple distilled under a pressure of 7 to 12 mmHg to collect 520 g of a fraction having a boiling point of 120 to 135° C. Analysis by gas chromatography (column: DC-550, available from Gasukuro Kogyo Inc.; column length: 3 m; column temperature: 160° C.) revealed that this fraction contained 93.7% of 3,7,11-trimethyl-1,6-dodecadien-3-ol (yield on the basis of 6,10-dimethyl-5-undecen-2-one: 78.0%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06232506B1
Source datasetuspto-grants-2001_05
ORD IDord-6a9e44e87e404522a0bbf579c340f132
Source noteuspto-grants-2001_05