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ChemicalBook CAS DataBase List CITRONELLYL BUTYRATE
141-16-2

CITRONELLYL BUTYRATE synthesis

3synthesis methods
By direct esterification of citronellol with butyric acid under azeotropic conditions or by treatment with butyric anhydride (Gildemeister & Hoffman, 1966).
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Yield:141-16-2 91.4%

Reaction Conditions:

in tetrahydrofuran for 3 h;

Steps:

2 Embodiment 2
Takes the butyric acid 17.6 g (0.2 μM), adding thionyl chloride 17.85 g (0.15 μM), mixing after the 60 °C reaction 3 hours, adding containing 15.4 g (0.1 μM) Citronellol tetrahydrofuran solution 20 ml, continue to reaction 3 hours, the reaction solution NaOH solution is adjusted to pH 6 - 7, separating the organic layer, the aqueous layer extracted with ethyl acetate, the combined organic layer, saturated salt water for, water-free Na2 SO4 Drying overnight, the solvent, column chromatography (silica gel 200 - 300 mesh), b petroleum ether and ethyl acetate (15:1) as eluent, steam in addition to the eluant, to obtain colourless liquid 19.91 g, yield: 91.4%. The product of the 1 HNMR and MS data as follows: ESI - MS m/z: 225.3 [M + 1] +; 1 H NMR (500 MHz, CDCl3 ): Δ 5.10 (t, J=7. 5 Hz, 1 H), 3.68 (m, 2 H), 2.2 - 1.8 (m, 8 H), 1.68 (s, 3 H), 1.60 (s, 3 H), 1.7 - 1.52 (m, 3 H), 1.4 - 1.1 (m, 3 H), 0.91 (d, J=6. 5 Hz, 3 H).

References:

North China University of Science and Technology;Zhao Ligang;Li Yan;Wang Chunyan;Ren Bo;Zhuang Pengyu;Lv Lixun CN107353203, 2017, A Location in patent:Paragraph 0043; 0044

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