reactants are commercially availlable.
academia sinica, us2008/171765, a1, (2008) 1) synthesis of 4-chloro-2-methylquinoline the commercially available 4-hydroxy-2-methylquinoline (6.522 g, 41 mmol) was added portionwise to pocl3 (35 ml) in a round flask at 0°c. with stirring. the homogenous suspension was then immersed into a pre-heated at 80°c. oil bath and continuously refluxed for 4 h. the reaction mixture was cooled to room temperature and the excess pocl3 was distilled out under reduces pressure. the residue was treated carefully with ice (150 g) a nd then with saturated nahco3 aqueous solution (200 ml). the mixture was extracted with ch2cl2 (100*3 ml), dried over na2so4, and evaporated in vacuo to dryness to give known 4-chloro-2-methylquinoline,53 6.10 g (84.14percent) as oil, which was pure enough for using in next step. 1h nmr (dmso) delta 2.61 (3h, s, me), 7.66 (1h, s, arh), 7.67-7.71 (1h, m, arh), 7.82-7.85 (1h, s, arh), 8.01 (1h, d, j=6.7 hz, arh), 8.12-8.14 (1h, s, arh). anal. calcd. for (c10h8cln): c, 67.62; h, 4.54; n, 7.89. found: c, 67.62; h, 4.54; n, 7.89.
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