626-18-6, Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 626-18-6, name is 1,3-Benzenedimethanol. This compound has unique chemical properties. The synthetic route is as follows.
To a solution of 1,3-phenylenedimethanol (2) (3.51?g, 25.4?mmol) in tetrahydrofuran (THF; 84.4?mL) at 0?C was added 55% sodium hydride (dispersion in paraffin liquid, 1.11?g, 25.4?mmol). After dropping 4-methoxybenzyl chloride (3.43?mL, 25.4?mmol), tetrabutylammonium iodide (1.00?g, 2.71?mmol) was added. The reaction mixture was stirred for 1?h?at room temperature and for 3?h?at 60?C, and then saturated aqueous ammonium chloride was added at 0?C. The mixture was extracted with ethyl acetate, and the organic layer was dried over sodium sulfate. After filtration of the mixture and evaporation of the solvent, the crude product was purified by column chromatography on silica (eluant: hexane/ethyl acetate?=?6/1) to afford 3 (2.15?g, 33%). 1H NMR (CDCl3, 300?MHz): delta 7.37-7.28 (6H, m, Ar), 6.92-6.88 (2H, m, Ar), 4.71 (2H, s, 1-H), 4.53 (2H, s, Bn), 4.51 (2H, s, Bn), 3.81 (3H, s, OCH3); 13C NMR (CDCl3, 300?MHz): delta 159.17 (4′), 141.09, 138.58, 130.17, 129.39, 128.53, 126.95, 126.27, 126.14, 113.77 (3′), 71.85 (PMPCH2 or PMBOCH2), 71.66 (PMPCH2 or PMBOCH2), 65.04 (CH2OH), 55.21 (CH3O); HR MS: calcd for C16H18O3Na [M+Na]+ 281.1148, found 281.1160.
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Reference:
Article; Tanaka, Makoto; Zhu, Yunhao; Shionyu, Masafumi; Ota, Nozomi; Shibata, Natsumi; Watanabe, Chihiro; Mizusawa, Akihito; Sasaki, Ryuzo; Mizukami, Tamio; Shiina, Isamu; Hasegawa, Makoto; European Journal of Medicinal Chemistry; vol. 146; (2018); p. 636 – 650;,
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