Application of 495-76-1, 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. 495-76-1, name is Benzo[d][1,3]dioxol-5-ylmethanol. A new synthetic method of this compound is introduced below.
To a round-bottomed flask were added piperonyl alcohol (4) (2 mmol, 304 mg) and dichloromethane (20 mL). The mixture was cooled to 0 oC under stirring and anhydrous conditions. Then, a solution of phosphorus tribromide (10 mmol, 2.71 g, 0.9 mL) in dichloromethane (9.1 mL) was added dropwise using syringe and needle. The reaction was maintained under stirring and anhydrous conditions at room temperature for 3 h. Afterwards, distilled water (50 mL) was added to the mixture, which was extracted with CH2Cl2 (3 x 50 mL). The organic phase was dried over MgSO4. After filtration, the solvent was evaporated under reduced pressure. The residue was purified by column chromatography on silica gel using hexane/ethyl acetate (10:1) as eluent to afford the desired product 3. Yield: 371 mg (86%); off-white solid; m.p. 40-41 oC (m.p. lit.11 39 oC); Rf = 0.44 (eluent: hexane/ethyl acetate (10:1)); 1H NMR (300 MHz, CDCl3): delta 6.85 (d, J = 8.7 Hz, 2H), 6.74 (d, J = 7.9 Hz, 2H), 5.96 (s, 2H), 4.45 (s, 2H); 13C NMR (75 MHz, CDCl3): delta 147.9, 147.8, 131.5, 122.7, 109.4, 108.3, 101.3, 34.2; IR (KBr, cm-1) 3448.7, 2900.9, 1500.6, 1485.2, 1251.8; GC/MS (m/z, %): 214 (10.0), 215 (9.9), 135 (100.0), 77 (23.8), 51 (16.3), 105 (7.0).
At the same time, in my other blogs, there are other synthetic methods of this type of compound,495-76-1, Benzo[d][1,3]dioxol-5-ylmethanol, and friends who are interested can also refer to it.
Reference:
Article; Correa, Bianca K.; Silva, Tamiris R.C.; Raminelli, Cristiano; Tetrahedron Letters; vol. 59; 39; (2018); p. 3583 – 3585;,
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