The chemical industry reduces the impact on the environment during synthesis 4518-10-9, name is Methyl 3-aminobenzoate, I believe this compound will play a more active role in future production and life. 4518-10-9
(The following reaction is done in an anhydrous N2 atmosphere.) Dissolve EDC hydrochloride (122mg, 0.64mmol) and triethylamine (89muL, 0.64mmol) in anhydrous dichloromethane (3.2mL) and stir for 5min at rt. Add 2-(2,4,6-Trimethoxyphenyl)- acetic acid (14) (101mg, 0.45mmol) and DMAP (8mg, 0.06mmol) and stir for 10min. Add ethyl ester (15) (70mg, 0.42mmol) and stir the reaction solution overnight at rt. Hydrolize the reaction solution with saturated aqu. NH4Cl followed by water, separate layers, extract aqu. layer with dichloromethane (3 times) and wash the combined organic layers with water and brine and dry with Na2SO4. Remove solvent under reduced pressure. Purify crude product by preparative radial chromatography (silica gel 60PF, EtOAc/CyH 1+1) to obtain 3-[2-(2,4,6-Trimethoxy-phenyl)-acetylamino]-benzoic acid methyl ester (16) as a white solid (145mg, 95%). [K. C. Nicolaou; P. S. Baran; Y.-L. Zhong; K. Sugita; J. Am. Chem. Soc.; 2002; 124; 10; 2212-2220]. 1H NMR (400MHz, CDCl3): 3.68 (s, 2 H); 3.83 (s, 3 H); 3.84 (s, 6 H); 3.87 (s, 3 H); 6.18 (s, 2 H); 7.33 (t, 1H, J = 8.0Hz); 7.56 (br.s, 1 H); 7.69 (br.dd, 1 H, J = 7.8Hz); 7.78 (t, 1H, J = 1.8Hz); 7.90 (dd, 1 H, J1 = 8.1Hz, J2 = 1.3Hz).
The chemical industry reduces the impact on the environment during synthesis 4518-10-9. I believe this compound will play a more active role in future production and life.
Reference:
Patent; Revotar Biopharmaceuticals AG; EP1764096; (2007); A1;,
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