Application of 25574-11-2, With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.25574-11-2, name is 3-(4-Bromophenyl)propan-1-ol, molecular formula is C9H11BrO, molecular weight is 215.087, as common compound, the synthetic route is as follows.
General procedure: An evacuated and argon purged 250 mLthree-necked round-bottom flask equipped with a Teflon-coated magnetic stirringbar, argon inlet, reflux condenser and gas bubbler was charged with30.0 mmol (1.0 eq) 4-bromoaryl derivative. It was dissolved in60 mL degassed EtOH:H2O = 7:3 (v/v) under argon and 3.90 g(60.0 mmol, 2.0 eq) NaN3, 297 mg (1.50 mmol, 5.0 mol %)sodiumascorbate, 571 mg (3.00 mmol, 10 mol%) as well as 485 muL (397 mg,4.50 mmol, 15 mol%) N,N?-dimethylethylenediamine(DMEDA) were added, respectively. The bluish suspension wasadditionally degassed for three times applying vacuum to the suspension untilthe solvent started to boil, which was immediately afterwards purged withargon. It was heated under reflux in an oil bath at 100 C for 2 huntil reaction control via GC-MSshowed quantitative conversion of the starting material. Subsequently, the bluishsuspension was cooled to room temperature and the solvent was removed on arotary evaporator. The residual, brownish solid was diluted with 300 mLEtOAc and the organic phase was washed with 1 M HCl (2 x 150 mL).Afterwards the product was re-extracted from the brownish, aqueous phase withEtOAc (1 x 50 mL), the combined brownish, organic phases were washed withhalf-saturated NaHCO3 (2 x 150 mL) and again re-extracted withEtOAc (1 x 50 mL). The combined yellowish, organic phases were dried overMgSO4, filtered, and concentrated on a rotary evaporator. Finally, the brownish, viscous liquid was purified via flash column chromatography(250 g SiO2, column: 22.0 x 6.0 cm) and the resultingyellowish liquid dried under high vacuum.
The chemical industry reduces the impact on the environment during synthesis 25574-11-2, I believe this compound will play a more active role in future production and life.
Reference:
Article; Leypold, Mario; Wallace, Paal W.; Kljajic, Marko; Schittmayer, Matthias; Pletz, Jakob; Illaszewicz-Trattner, Carina; Guebitz, Georg M.; Birner-Gruenberger, Ruth; Breinbauer, Rolf; Tetrahedron Letters; vol. 56; 41; (2015); p. 5619 – 5622;,
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