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. 623-00-7, name is 4-Bromobenzonitrile, A new synthetic method of this compound is introduced below., category: nitriles-buliding-blocks
4-[(4-Cyanophenyl)(hydroxy,)methylJbenzonitrile (lOu, Q1=CN, Q4=CN). To a solution ofiPrMgCl LiCl complex 1.3 M in THF (10.5 ml) at -15C 4-bromobcnzonitrilc (1.4 g, 7.6 mmol) in THF (4 ml) was added dropwise over 15 mm. The brown solution was stirred for 30 mm at -15 C and 1.5 h at it The solution was added dropwise to a yellowish solution of 4- formylbenzonitrile (1.0 g, 7.6 mmol) in THF (4 ml) over 10 mm at -15C. After 1 h stirring at 0C the light green solution was quenched with aq. sat. NH4C1 (20 ml), TBME (30 ml) andwater (20 ml) were added. After separation of the organic layer the inorganic phase was extracted with TBME (2 x 20 ml). The organic layers were washed with aq. sat. NaC1, combined, dried over Na2SO4 and concentrated at reduced pressure. To the liquid crude product (2 g) EtOAc/hept 1:2 was added. An insoluble pale yellow solid (0.54 g) was filtered off, dissolved in diethylether and precipitated with pentane to afford a pale yellow solid lOu(0.49 g, 27.5%). The mother liquor was concentrated at reduced pressure and was purified by silica gel flash chromatography (EtOAc/hept 1:2) to afford a pale yellow solid lOu (0.23 g, 13%).
The synthetic route of 623-00-7 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; ALLOCYTE PHARMACEUTICALS AG; BREITENSTEIN, Werner; HUERZELER, Marianne; KELLY, Terence; MANCUSO, Riccardo; SCHNEIDER, Gisbert; WEITZ-SCHMIDT, Gabriele; WO2015/189265; (2015); A1;,
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