Category: 14273-90-6

Some common heterocyclic compound, 14273-90-6, name is Methyl 6-bromohexanoate, molecular formula is C7H13BrO2, 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. HPLC of Formula: C7H13BrO2

3,5-Dimethyl-4-(3-phenyl-1H-indol-5)-isoxazole (0.5 g, 1.75 mmol) was weighed and dissolved in 30 ml of acetonitrile.Cesium carbonate (2.5 g, 5 mmol) was added, and then methyl 6-bromohexanoate (0.41 g, 2.0 mmol) was added dropwise thereto, and the mixture was reacted at 70 ¡ã C for 2 h.After completion of the reaction, ethyl acetate was extracted (40 ml ¡Á 3), and the organic phase was combined and washed with a saturated sodium chloride solution.Dry over anhydrous sodium sulfate overnight. After filtration, the solvent was evaporated under reduced pressure and purified by column chromatography.A white solid was obtained in an amount of 0.38 g, yield 84percent.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 14273-90-6, its application will become more common.

Reference:
Patent; Shenyang Pharmaceutical University; Liu Dan; Zhao Linxiang; Yang Jinyu; Cheng Gaoliang; Bao Yu; Jing Yongkui; (20 pag.)CN109096272; (2018); A;,
Ester – Wikipedia,
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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;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics