9/1/21 News Continuously updated synthesis method about 2688-84-8

The synthetic route of 2688-84-8 has been constantly updated, and we look forward to future research findings.

In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 2688-84-8, name is 2-Phenoxyaniline belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Computed Properties of C12H11NO

A suspension of 3-{4-(1-dodecyloxy)phenyl}propionic acid (0.60 g, 1.79 mmol) and thionyl chloride (0.64 g, 5.38 mmol) in benzene (7 ml) was refluxed under heating for 0.5 hours. To a residue obtained by evaporating the solvent under reduced pressure was added dichloromethane (14 ml) and, after adding thereto successively 2-phenoxyaniline (0.30 g, 1.63mmol) and triethylamine (0.54 g, 5.38 mmol) , the mixture was stirred at room temperature for 5 hours. The solvent was evaporated from the reaction solution, and the resultant residue was dissolved in ethyl acetate, washed with successive, water and a saturated sodium chloride aqueous solution, and dried over anhydrous magnesium sulfate, followed by evaporating the solvent under reduced pressure. Thus, there was obtained a crude crystal (0.65 g, 79%) of 3-[4-(1-dodecyloxy)phenyl]-N-(2-phenoxyphenyl)propionamide. A solution of 0.30 g (0.60 mmol) of the thus-obtained crude crystal in N,N-dimethylformamide (4 ml) was added to 60% sodium hydride (0.036 g, 0.70 mmol) having been washed1 with n-hexane and, after stirring at room temperature for 20 minutes, methyl bromoacetate (0.14 g, 0.90 mmol) was added thereto, followedby stirring at room temperature for 48 hours. The reaction solution was diluted with ethyl acetate, washed with successive, water and a saturated sodium chloride aqueous solution, and dried over anhydrous magnesium sulfate, followed by evaporating the solvent under reduced pressure. Purification of the thus-obtained residue through silica gel column chromatography (eluent: n-hexane/ethyl acetate = 5:1) yielded N-[3-{4-(1-dodecyloxy)phenyl}propionyl]-N-(2-phenoxyphenyl)glycine methyl ester (0.23 g) as a colorless oil.1H-NMR (300MHz, delta ppm in CDCl3) 0.88 (3H, t, J=7Hz), 1.20-1.45 (20H, m), 1.74 (2H, m), 2.43 (2H, m), 2.83 (2H,m), 3.69 (1H, d, J=17Hz), 3.73 (3H, s) , 3.89 (2H, t, J=7Hz), 4.87 (1H, d, J=17Hz), 6.72-7.50 (13H, m)

The synthetic route of 2688-84-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; TAISHO PHARMACEUTICAL CO., LTD; EP1466891; (2004); A1;,
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