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. 20781-20-8, name is (2,4-Dimethoxyphenyl)methanamine, A new synthetic method of this compound is introduced below., Safety of (2,4-Dimethoxyphenyl)methanamine
1-(2,4-Dimethoxyphenyl)methanamine (23 g, 140 mmol) was added to a solution of C6 (20 g, 91 mmol) in methanol (275 mL). The reaction mixture was stirred at room temperature (20 C) for 24 hours, whereupon it was cooled to -78 C and treated in a drop-wise manner with lithium borohydride (2 M solution in tetrahydrofuran; 46.0 mL 92.0 mmol). The reaction mixture was allowed to slowly warm to room temperature, andwas then stirred at room temperature overnight. This was combined with a similar reaction mixture that employed C6 (16.18 g, 73.5 mmol) and concentrated in vacuo. The residue was mixed with saturated aqueous sodium bicarbonate solution (300 mL) and water (200 mL), and extracted with ethyl acetate (4 x 200 mL). The combined organic layers were dried over sodium sulfate, filtered, concentrated under reducedpressure, and purified via chromatography on silica gel (Gradient: 0% to 9% methanolin dichloromethane) to provide the product as a light yellow oil. Combined yield: 52.0 g,140 mmol, 85%. LCMS m/z 371.9 [M+H]. 1H NMR (400 MHz, CDCI3) 7.38-7.25 (m,5H), 7.12 (d, J=8.0 Hz, 1H), 6.46 (d, half of AB quartet, J=2.5 Hz, 1H), 6.43 (dd, half ofABX pattern, J=8.O, 2.5 Hz, 1 H), 4.58 (AB quartet, JAB= 12.0 Hz, IIVAB=23.2 Hz, 2H),4.07 (ddd, J=1 1.5, 4.5, 1.5 Hz, 1 H), 3.81 (5, 3H), 3.80 (5, 3H), 3.75 (5, 2H), 3.59-3.39(m, 4H), 2.75-2.65 (m, 1H), 1.91-1.80 (m, 2H), 1.48-1.35 (m, 1H), 1.23-1.12 (m, 1H).
The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.
Reference:
Patent; PFIZER INC.; BRODNEY, Michael Aaron; CHAPPIE, Thomas Allen; CHEN, Jinshan Michael; COE, Jotham Wadsworth; COFFMAN, Karen Jean; GALATSIS, Paul; GARNSEY, Michelle Renee; HELAL, Christopher John; HENDERSON, Jaclyn Louise; KORMOS, Bethany Lyn; KURUMBAIL, Ravi G.; MARTINEZ-ALSINA, Luis Angel; PETTERSSON, Martin Youngjin; REESE, Matthew Richard; ROSE, Colin Richard; STEPAN, Antonia Friederike; VERHOEST, Patrick Robert; WAGER, Travis T.; WARMUS, Joseph Scott; ZHANG, Yuan; (193 pag.)WO2018/163066; (2018); A1;,
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