Sep 2021 News Extracurricular laboratory: Synthetic route of 13674-16-3

At the same time, in my other blogs, there are other synthetic methods of this type of compound,13674-16-3, Methyl 2-hydroxy-3-phenylpropanoate, and friends who are interested can also refer to it.

Adding a certain compound to certain chemical reactions, such as: 13674-16-3, Methyl 2-hydroxy-3-phenylpropanoate, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound, Computed Properties of C10H12O3, blongs to alcohols-buliding-blocks compound. Computed Properties of C10H12O3

General procedure: A solution of diisopropylazodicarboxylate (DIAD, 10 mmol) in anhydrous THF (20 mL) was added dropwise to an ice-bath cooled mixture of ethyl or methyl phenyllactate (10 mmol), the suitable phenol (10 mmol) and PPh3 (10 mmol) in anhydrous THF (50 mL). The reaction mixture was stirred overnight, under N2 atmosphere, at room temperature. The organic solvent was evaporated in vacuo, and a mixture of Et2O and n-hexane (40 mL, 1:1) was added to the residue. The resulting precipitate was filtered off, and the filtrate was evaporated to dryness. The residue was chromatographed on a silica gel column using the suitable eluent affording the desired compounds in 33-79% yields.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,13674-16-3, Methyl 2-hydroxy-3-phenylpropanoate, and friends who are interested can also refer to it.

Reference:
Article; Piemontese, Luca; Fracchiolla, Giuseppe; Carrieri, Antonio; Parente, Mariagiovanna; Laghezza, Antonio; Carbonara, Giuseppe; Sblano, Sabina; Tauro, Marilena; Gilardi, Federica; Tortorella, Paolo; Lavecchia, Antonio; Crestani, Maurizio; Desvergne, Beatrice; Loiodice, Fulvio; European Journal of Medicinal Chemistry; vol. 90; (2015); p. 583 – 594;,
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