9-Decenoic acid, ethyl ester synthesis
- Product Name:9-Decenoic acid, ethyl ester
- CAS Number:67233-91-4
- Molecular formula:C12H22O2
- Molecular Weight:198.3
Yield:67233-91-4 65.9%
Reaction Conditions:
with sulfuric acid for 20 h;Reflux;
Steps:
Ethyl dec-9-enoate (lib)
Ethyl dec-9-enoate (lib)
Decenoic acid (12) (30.60 g, 180 mmol) was dissolved in dry methanol (300 mL) and 0.1 equivalent of sulfuric acid (1.84 g, 0.99 mL, 18 mmol) was added to the reaction mixture and it was refluxed for 20 h. After completion of the reaction it was quenched with saturated aqueous solution of NaHC03 (25 mL) and evaporated. The residue was dissolved in chloroform (300 mL) and washed with water (3x75 mL) and brine (2x75 mL), dried over magnesium sulphate and evaporated. The crude product was purified by flash column chromatography (n-Heptane-Ethyl acetate; 20:1) to yield 23.50 g (65.90 %) of the title compound (lib) as a colorless liquid. GC-MS: >98.5% MS (El): 198.
References:
GIVAUDAN SA;DAVEY, Paul Nicholas;LOVCHIK, Martin Alan;GOEKE, Andreas;LORINCZ, Krisztian;TOTH, Florian;ONDI, Levente WO2015/136093, 2015, A1 Location in patent:Page/Page column 27
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