Analyzing the synthesis route of Benzyl cinnamate

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 103-41-3, name is Benzyl cinnamate, A new synthetic method of this compound is introduced below., Recommanded Product: Benzyl cinnamate

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 103-41-3, name is Benzyl cinnamate, A new synthetic method of this compound is introduced below., Recommanded Product: Benzyl cinnamate

General procedure: Rh(Phebox-sb) 1b (2.8 mg, 0.0050 mmol), bis(pinacolato)-diboron (140 mg, 0.55 mmol), and NaOt-Bu (2.4 mg, 0.025 mmol) were placed in a flask with a stirring bar. Under an argon atmosphere, (E)-ethyl cinnamate 2a (88.1 mg, 0.50 mmol) and toluene (1.0 mL) were added. The mixture was stirred at 80 C for 0.5 h. At room temperature, the mixture was directly charged to a silica-gel column with an eluant of hexane/ethyl acetate to give the borylated product 3a in 86% yield (131 mg, 0.43 mmol). A part of the product (ca.0.2mmol) was subjected to the oxidation with sodium peroxoborate (5 equiv) in THF (1 mL) and H2O (1 mL) at room temperature for ca. 3 h to give the corresponding alcohol 4a. The enantioselectivity was determined by chiral chromatography to give 97% ee.

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Article; Toribatake, Kenji; Zhou, Li; Tsuruta, Ayae; Nishiyama, Hisao; Tetrahedron; vol. 69; 17; (2013); p. 3551 – 3560;,
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