Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 70201-43-3, name is 3-Bromoisonicotinaldehyde. This compound has unique chemical properties. The synthetic route is as follows. Formula: C6H4BrNO
Zn powder (10 g, excess) was added to a solution of 10 (4.8 g, 25.8 mmol) and allylbromide (3.9 mL, 50 mmol) in DMF under N2 at RT. The resulting mixture was stirred at RT for 1 hr, DMF was then removed in vacuo and the residue was partitioned into saturated aqueous Na2CO3 and ethyl acetate (150 mL). The aqueous layer was further extracted with ethyl acetate and the combined organic extraction was dried over Na2SO4. After concentration, the residue was purified by chromatography (SiO2, hexane/ethyl acetate, 5:1) to afford 11 (5.35 g, 91 %) as a light yellowish oil. 1H NMR (300 MHz, CDCl3), delta 8.58 (s, 1H), 8.44 (d, J = 5.4 Hz, 1H), 7.50 (d, J = 5.4 Hz, 1H), 5.76-5.92 (m, 1H), 5.12-5.22 (m, 2H), 4.98-5.04 (m, 1H), 2.82-3.00 (br, 1H), 2.60-2.68 (m, 1H), 2.25-2.34 (m, 1H). 13C NMR (75 MHz, CDCl3), delta 152.3, 151.9, 488.3, 132.8, 122.5, 120.1, 118.8, 70.5, 40.9. HRMS: m/e 226.9937, 228.9923 (Calcd for C9H10NOBr, 226.9942; C9H10NO81Br, 228.9919).
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Reference:
Article; Zhang, Zhenfa; Dwoskin, Linda P.; Crooks, Peter A.; Tetrahedron Letters; vol. 52; 21; (2011); p. 2667 – 2669;,
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