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. 7287-81-2, name is 1-(m-Tolyl)ethanol. A new synthetic method of this compound is introduced below., Safety of 1-(m-Tolyl)ethanol
General procedure: A 1,2-dichloroethane (2.0 or 5.0 mLmL) solution of alcohol 1 (0.3mmol), enol acetate 2 (0.3mmol), and ReBr(CO)5 (5mol%) was stirred under an atmosphere of nitrogen at 80C for 5h. After the reaction was complete, H2O was added to the reaction mixture and extracted with ethyl acetate. The organic layer was dried with MgSO4. The resulting mixture was filtered, and the filtrate was concentrated. Purification of the residue by silica gel column chromatography afforded carbonyl compounds. Further purification was carried out by recyclable preparative HPLC, if necessary. The structures of the products were assigned by their 1H and 13C NMR, and mass spectra. The product was characterized by comparing its spectral data with those of authentic sample or previous reports 3a [23], 3b [24], 3c [24a], 3e [25], 3f [24a,26], 3h [27], 3i [28], 3j [29], 3k [25], 3l [30], 3m [31], 4b [27], 4d [32], 4g [24a,33], 4h [34], 6a [35], 6g [24a], 6h [36], 8e [37], and 8e? [38]. The structures of the products (3d, 4c, 4e, 4f, 4i, 6b, 6c, 6d, 6e, 6f, 6i, 6j, 6k, 6l, 8a, 8a?, 8b, 8b?, 8c, 8c?, 8d, 8d?, 8f, 8f?, 8g, and 8g?) were assigned by their 1H and 13C NMR, IR, and high resolution mass spectra analysis.
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Reference:
Article; Umeda, Rui; Takahashi, Yuuki; Yamamoto, Takaaki; Iseki, Hideki; Osaka, Issey; Nishiyama, Yutaka; Journal of Organometallic Chemistry; vol. 877; (2018); p. 92 – 101;,
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