Related Products of 41841-16-1,Some common heterocyclic compound, 41841-16-1, name is Methyl 2-(4-bromophenyl)acetate, molecular formula is C9H9BrO2, 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.
To a solution of diisopropylamine (2.2 g, 21.8 mmol) in THF (20 mL), was added n-BuLi in hexane (13.7 mL, 21.8 mmol) at -78 C, stirred for 1 hour at -78 C and 12 hours at RT, again cooled to -78 C, added a solution of methyl 2-(4-bromophenyl) acetate (2 g, 8.7 mmol) in THF (10 mL) followed by methyl iodide (1.61 g, 11.35 mmol) at -78 C. The reaction mixture was stirred at -78 C for 1 h and 12 h at room temperature. The reaction mass was quenched with saturated aq. ammonium chloride solution (10 mL) and extracted with ethyl acetate (2 x 10 mL). The combined organic layers were washed with water (2 x 15 mL), dried over sodium sulphate and then concentrated under reduced pressure. The residue was purified using column chromatography (silica gel, 2 % ethyl acetate in hexane) to afford Methyl 2-(4-bromophenyl)propanoate (38) as pale yellow liquid (1.4 g, 66 %); 1H NMR (400 MHz, CDCl3) delta 7.44 (d, J = 8.4 Hz, 2H), 7.18 (d, J = 8.4 Hz, 2H), 3.67 (t, J = 7.6 Hz, 3H), 3.64 (s, 1H), 1.48 (d, J = 7.2 Hz, 3H); 13C NMR (100 MHz, CDCl3) delta 174.48, 139.49, 131.73, 129.27, 121.10, 52.14, 44.88, 18.47; IR (KBr) numax 2980.61, 2951.96, 1736.40 cm-1; ESI-MS: m/z 242.9 (M+H)+.
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Methyl 2-(4-bromophenyl)acetate, its application will become more common.
Reference:
Article; Bhatthula, Bharath kumar goud; Kanchani, Janardhan reddy; Arava, Veera reddy; Subha; Tetrahedron; vol. 75; 7; (2019); p. 874 – 887;,
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