Electric Literature of 29683-23-6, 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. 29683-23-6, name is Tetrahydro-2H-thiopyran-4-ol. A new synthetic method of this compound is introduced below.
To a solution of tetrahydro-2H-thiopyran-4-ol 17 (46.00 g, 0.390 mol), DMAP (0.48 g, 1 mol%) and pyridine (33.93 g, 0.429 mol) in dry dichloromethane (500 mL) tosyl chloride (81.70 g, 0.429 mol) was added at 0 FontWeight=”Bold” FontSize=”10″ . The reaction mixture was stirred for 8 hours at room temperature following by washing with 5% HCl (2×200 mL) and brine (100 mL). Organic layer was dried over sodium sulfate and concentrated in vacuo. Yield: 92.00 g (87%), mp 92-94 FontWeight=”Bold” FontSize=”10″ , Rf 0.67 (ethyl acetate : hexane, 1 : 1). 1 NMR (500 MHz, CDCl3) delta7.79 (1, d, J= 8.1 Hz, H-Ar), 7.34 (1, d, J= 8.1 Hz, H-Ar), 4.62-4.56 (1, m, H-4), 2.84-2.78 (2, m, H-3b,5b), 2.52-2.46 (2, m, H-3a,5a), 2.45 (3, s, 3), 2.06-2.00 (2H, m, H-2b,6b), 1.97-1.91 (2, m, H-2a,6a). 13CNMR(125 MHz, CDCl3) delta144.87(-Ar), 130.16(-Ar),130.02(-Ar),127.74 (-Ar),45.18 (-4),33.22 (-3,5),25.13 (-2,6),21.79 (3).Elemental analysis calculated for C12H16O3S2, C, 52.92; H, 5.92; S, 23.54; found C, 53.11; H, 5.78; S, 23.29%.
At the same time, in my other blogs, there are other synthetic methods of this type of compound,29683-23-6, Tetrahydro-2H-thiopyran-4-ol, and friends who are interested can also refer to it.
Reference:
Article; Chabanenko, Roman M.; Yu. Mykolenko, Svitlana; Kozirev, Eugene K.; Palchykov, Vitalii A.; Synthetic Communications; vol. 48; 17; (2018); p. 2198 – 2205;,
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