3-Benzofurancarboxylic acid, 2-(4-fluorophenyl)-5-(1-Methylethoxy)-, ethyl ester synthesis
- Product Name:3-Benzofurancarboxylic acid, 2-(4-fluorophenyl)-5-(1-Methylethoxy)-, ethyl ester
- CAS Number:691856-87-8
- Molecular formula:C20H19FO4
- Molecular Weight:342.36
Yield:691856-87-8 92%
Reaction Conditions:
with 1-methyl-pyrrolidin-2-one;caesium carbonate at 50; for 4 h;Inert atmosphere;
Steps:
1.C
ethyl 2-(4-fluorophenyl)-5-isopropoxy-l-benzofuran-3-carboxylate Example IB (210 g, 0.6993 mole), cesium carbonate (455.7 g, 1.3986 mole) and /V- methylpyrrolidone (1 L) were combined. The reaction mixture was treated under a nitrogen atmosphere with 2-bromopropane (196 mL, 2.098 mole), and the reaction mixture was heated for 4 hours at 50 °C. Upon completion of the reaction as determined by TLC (petroleum ether/ethyl acetate, 8/2), the reaction mixture was treated with aqueous ammonium hydroxide solution (200 mL), and the solution was extracted with heptane. The organic extracts were washed with water and brine, dried over anhydrous sodium sulfate, filtered and concentrated in vacuo leaving a brown oil as the title compound (220 g, 92%). MS (LCMS) m/z 342 (M+).
References:
WO2012/87833,2012,A1 Location in patent:Page/Page column 120
1999-00-4
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