Chemical Research Letters, May 2021. As an important bridge between the micro and macro material world, chemistry is one of the main methods and means for humans to understand and transform the material world., Recommanded Product: Diphenylphosphinic acid, Introducing a new discovery about 1707-03-5, Name is Diphenylphosphinic acid, molecular formula is C12H11O2P, belongs to pyrrolines compound. In a document, author is JIE, MSFLK.
ULTRASOUND IN FATTY-ACID CHEMISTRY – SYNTHESIS OF A 1-PYRROLINE FATTY-ACID ESTER ISOMER FROM METHYL RICINOLEATE
A novel 1-pyrroline fatty acid ester isomer [viz. 8-(5-hexyl-1-pyrrolin-2-yl)octanoate] has been synthesized from methyl ricinoleate by two routes with an overall yield of 42 and 30%, respectively. Most of the reactions are carried out under concomitant ultrasonic irradiation (20 KHz, ca. 53 watts/cm(2)). Under such a reaction condition, the reaction time is considerably shortened, and product yields are high. Dehydrobromination under concomitant ultrasonic irradiation of methyl 9,10-dibromo-12-hydroxyoctadecanoate with KOH in EtOH furnishes methyl 12-hydroxy-9-octadecynoate (66%) within 15 min. Hydration of the latter under ultrasound with mercury(II)acetate in aqueous tetrahydrofuran yields exclusively methyl 12-hydroxy-9-oxo-octadecanoate (95%) in 30 min. The hydroxy group in the latter compound is transformed to the azido function via the mesylate, and treatment of the azido-oxo intermediate (methyl 12-azido-9-oxooctadecanoate) with Ph(3)P under ultrasonic irradiation furnishes the requisite 1-pyrroline fatty acid ester (77%). The same azido-oxo intermediate has also been obtained by the oxidation of methyl 12-azido-9-cis-octadecenoate using benzoquinone and a catalytic amount of Pd(II)chloride in aqueous tetrahydrofuran under concomitant ultrasonic irradiation (90 min) to give the product in 45% yield. The latter reaction does not take place even the reaction mixture.
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Reference:
Pyrroline – Wikipedia,
,1-Pyrroline | C4H7N – PubChem