Synthetic Route of 5332-06-9,Some common heterocyclic compound, 5332-06-9, name is 4-Bromobutanenitrile, molecular formula is C4H6BrN, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.
A mixture of 2-methoxy-phenylpiperazine (8 g), K2CO3 (2.5 eq) and 4-bromobutyronitrile (1.05 eq) in CH3CN (150 mL) was refluxed for 10 h. After filtration and concentration in vacuo, the residue is taken up in AcOEt (1000 ml), washed with H2O, the organic layer is washed with aqueous HCl (50 mL, 1 M). Then the acid layer is washed with AcOEt (2 x 20 ml) and neutralized with aqueous NH3 (28% in H2O) untill pH 11. Extraction is carried out with AcOEt, the organic layer is dried with Na2SO4 and concentrated in vacuo. The residual solid is cristallized in hexane to give the title compound (6.8 g, 75%, mp 74C). 1H NMR (200 MHz, CDCl3) delta 1.80-1.94 (m, 2H), 2.43-2.57 (m, 4 H), 2.62-2.67 (m, 4 H), 3.09 (m, 4 H), 3.87 (s, 3 H), 6.85-7.04. 13C NMR (50 MHz, CDCl3) delta 14.9, 22.7, 50.5, 53.2, 55.3, 56.3, 111.1, 118.1, 119.8, 120.9, 122.9, 141.1, 152.2.
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4-Bromobutanenitrile, its application will become more common.