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139525-70-5

6-Bromo-3,4-dihydro-2H-quinoline-1-carboxylic acid methyl ester synthesis

2synthesis methods
-

Yield:139525-70-5 95%

Reaction Conditions:

with N-Bromosuccinimide in N,N-dimethyl-formamide at 0 - 25; for 3 h;

Steps:

13

Reference Example 13 Methyl 6-bromo-3,4-dihydroquinoline-1 (2H)-carboxylate To a solution of methyl 3,4-dihydroquinoline-1(2H)-carboxylate (4.50 g, 23.5 mmol) in N,N-dimethylformamide (20 mL) is added N-bromosuccinimide at 0°C, and the mixture is stirred at 20-25°C for 3 hours. After the reaction, water is added to the mixture, and the mixture is extracted with ethyl acetate. The organic layer is washed with water and a saturated saline solution, and dried over anhydrous sodium sulfate. The mixture is filtered, and the solvent is evaporated under reduced pressure to give methyl 6-bromo-3,4-dihydroquinoline-1(2H)-carboxylate (6.06 g, 95 %). IR (cm-1): 1038, 1130, 1321, 1441, 1701

References:

EP1719761,2006,A1 Location in patent:Page/Page column 28