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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 27675Generated: October 28, 2026

Water → 6,10,14-Trimethylpentadeca-6,9,13-trien-2-one

https://huagongshe.com/reaction/27675

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantN-methyl-2-pyrrolidoneHCID 13387—
Reactant3,7,11-Trimethyl-4-(prop-1-EN-2-YL)dodeca-1,6,10-trien-3-OLHCID 54050253—
Product6,10,14-Trimethylpentadeca-6,9,13-trien-2-oneHCID 5392028573%

Reaction Conditions

Temperature190 °C

Reaction Steps

In a nitrogen atmosphere, a mixture of 500 g of 4-isopropenyl-3,7,11-trimethyl-1,6,10-dodecatrien-3-ol (purity 89.61%) and 500 g of N-methylpyrrolidone was heated at 190° C. for 4 hours. The reaction mixture was cooled, poured into a container of water and the resulting aqueous solution was extracted with ether. The ethereal layer was washed with a saturated aqueous solution of sodium chloride and dried over anhydrous sodium sulphate. The ethereal extract was distilled under reduced pressure to remove the ether and low-boiling fractions, and the residue was distilled in vacuo to obtain 6,10,14-trimethyl-6,9,13-pentadecatrien-2-one (yield 73%) as a distillate at bp. 121-123° C. / 0.17 mm Hg.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04222963
Source datasetuspto-grants-1980_09
ORD IDord-244e19d84405457a9d6966c4eaf816ff
Source noteuspto-grants-1980_09