Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 16518-62-0, name is 3-Bromo-N,N-dimethylaniline, A new synthetic method of this compound is introduced below., Application In Synthesis of 3-Bromo-N,N-dimethylaniline
a) Synthesis of2-(bis(3-(dimethylamino)phenyl)(hydroxy)methyl)phenol Phenyllithium (2 M in cyclohexane, 9.86 mL, 19.7 mmol) was added during 15 min to a solution of methyl salicylate (3.00 g, 19.7 mmol) in tetrahydrofuran (THF, 20 mL) at -78¡ãC. After stirring for 5 min at -78¡ãC, the reaction mixture was transferred during 20 min to a Grignard reagent prepared from 3-bromo-N,N-dimethylaniline (7.89 g, 39.4 mmol) and magnesium turnings (1.15 g, 47.3 mmol) in THF (ca. l lO mL), which was maintained at 0¡ãC during the addition. The reaction mixture was left warming to room temperature. After stirring at room temperature for 24 h, the reaction mixture was decanted and quenched with a saturated solution of ammonium chloride (ca. 200 mL). Extraction with ethyl acetate, drying (Na2S04) and concentrating gave 7.97 g of the crude product. Column chromatography (Si02, heptane/ethyl acetate 3: 1) finally yielded 2.15 g (30percent) of the target compound. 1H-NMR: 7.20-7.12 (m, 3 H), 6.88-6.84 (m, 1 H), 6.74-6.70 (m, 1 H), 6.70-6.65 (m, 4 H), 6.64-6.60 (m, 1 H), 6.53-6.48 (m, 2 H), 3.70 (br. s, 1 H), 2.84 (s, 12 H). 13C-NMR: 156.25, 150.35, 145.92, 130.37, 130.18, 129.23, 128.60, 118.77, 117.30, 116.58, 112.36, 112.01, 85.01, 40.59.
The synthetic route of 16518-62-0 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; FIRMENICH SA; HERRMANN, Andreas; (36 pag.)WO2016/116420; (2016); A1;,
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