5-phenyl-1H-azepin-2(3H)-one synthesis

Yield:41789-70-2 88%

Reaction Conditions:

with water in ethanol at 150; for 20 h;Product distribution / selectivity;Heating / reflux;

Steps:

8

Preparation 8; 5-Phenyl-l,3-dihydro-azepin-2-one; The 2-butoxy-5-phenyl-3H-azepine (908 g, 3.42 moles) is dissolved in 2B-3 ethanol (8172 mL) and de-ionized water (2724 mL). The solution is charged to an autoclave and heated to 150 ⁰C for 20 hours. The solution is cooled to room temperature and concentrated under reduced pressure. Residual water is removed by azeotropic distillation from toluene (2 x 2 L). The residual solids are dissolved in toluene (1.7 L) and heated between 95 to 100 ⁰C. The solution is cooled to < 90 ⁰C and heptane (about 4.8 mL/g) is added. The solution is allowed to cool to room temperature, and then cooled to 0 to5 ⁰C using an ice bath. The solids are filtered, washed with heptane, and dried to give the title compound (559 g, 88%) as a light brown solid. MS(EI): (m/z) = 185.1

References:

WO2009/23453,2009,A1 Location in patent:Page/Page column 8-9