Adding a certain compound to certain chemical reactions, such as: 14273-90-6, name is Methyl 6-bromohexanoate, belongs to esters-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 14273-90-6, Quality Control of Methyl 6-bromohexanoate
(1) 1,2,3,4-Tetrahydroquinoline (0.50 mL, 3.98 mmol) and methyl 6-bromohexanoate (0.76 mL, 4.78 mmol) were added to MeCN (30 mL) containing KI (1.59 g, 9.58 mmol) and K2CO3 (1.10 g, 7.96 mmol) dissolved therein, and the suspension was stirred at 100 C. for 21 hours in an argon atmosphere. The reaction solution was cooled to room temperature and then diluted with water, followed by extraction with ethyl acetate. The organic phase was washed with saturated saline, dried over Na2SO4, and dried under reduced pressure. The residue was purified by flash column chromatography (hexane/EtOAc=100/0 to 80/20) to obtain N-methoxycarbonylpentyl-1,2,3,4-tetrahydroquinoline (1.10 g, 100%). Colorless oil; 1H NMR (500 MHz, CDCL3) delta: 7.02 (t, J=7.5 Hz, 1H), 6.91 (d, J=7.5 Hz, 1H), 6.51-6.54 (m, 2H), 3.66 (s, 3H), 3.20-3.26 (m, 4H), 2.73 (t, J=6.3 Hz, 2H), 2.31 (t, J=7.5 Hz, 2H), 1.90-1.94 (m, 2H), 1.63-1.69 (m, 2H), 1.56-1.62 (m, 2H), 1.32-1.38 (m, 2H); LRMS (ESI): m/z calcd [M+H]+ 262.2, found 262.0.
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Reference:
Patent; JAPAN SCIENCE AND TECHNOLOGY AGENCY; KANAI, Motomu; SOMA, Yohei; TANIGUCHI, Atsuhiko; SHIMIZU, Yusuke; (45 pag.)US2017/197956; (2017); A1;,
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