Synthetic Route of 6298-96-0,Some common heterocyclic compound, 6298-96-0, name is 1-(4-Methoxyphenyl)ethylamine, molecular formula is C9H13NO, 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.
STEP 1 : A solution of (S)-I -(4-methoxyphenyl)ethanamine (3.10 g, 20.5 mmol) in dichloromethane (30 ml) was cooled to -78 C and a solution of boron tribromide (3.88 ml, 41 mmol) in dichloromethane (15 ml) was added dropwise. The reaction mixture was stirred at -78 C for two hours and then at room temperature for 2 h. The solution was then cooled to 0 C and water (15 ml) was added followed by saturated aqueous sodium carbonate to pH 8. The mixture was partially concentrated by rotary evaporation, tetrahydrofuran (50 ml) was then added followed by di-tert- butyl dicarbonate (4.47 g, 20.5 mmol) and the reaction mixture was stirred at room temperature overnight. The water layer was extracted with ethyl acetate (2x 150 ml) and the combined organic layers were washed with brine, dried over sodium sulfate then filtered and concentrated. The residue was purified by silica gel column chromatography using hexanes: ethyl acetate 4:1 to 3:1 as eluent to afford 1,1- dimethylethyl [(l S)-l-(4-hydroxyphenyl)ethyl]carbamate (2.90 g, 60 % yield). 1H NMR (400 MHz, CDCl3): 7.10 (br s, 2H), 6.73 (d, 2H), 6.07 (br s, IH), 4.91 -4.51 (m, 2H), 1.56-1.25 (m, 12H).
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1-(4-Methoxyphenyl)ethylamine, its application will become more common.
Reference:
Patent; EXELIXIS, INC.; WO2009/55077; (2009); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem