[CH:1]([CH:4]1[CH2:10][CH2:9][NH:8][C:7](=[O:11])[CH2:6][CH2:5]1)([CH3:3])[CH3:2].P(Cl)(Cl)(Cl)(Cl)[Cl:13].[ClH:18]>O>[Cl:18][C:6]1([Cl:13])[CH2:5][CH:4]([CH:1]([CH3:3])[CH3:2])[CH2:10][CH2:9][NH:8][C:7]1=[O:11]5-Isopropyl-azepan-2-one (39.5 g, 254.4 mmol) was dissolved in xylenes (1.1 liter) and phosphorus pentachloride (159.0 g, 763.3 mmol) was added and the reaction mixture slowly warmed to 90° C. HCl(g) accompanied the slow dissolution of phosphorus pentachloride and after 30 min a clear yellow solution resulted. After a further 90 min at 90° C. the reaction mixture was allowed to cool (ice-water bath) and water (500 ml) was added dropwise. The emulsion was stirred for a further 90 min at r.t and the aqueous layer was washed with CHCl3 (3×). The xylene fraction was concentrated under reduced pressure and the residue was dissolved in CHCl3. The combined organic fractions were washed with water (3×), brine and dried (MgSO4) filtered and evaporated under reduced pressure. The crude brown oil was purified over silica gel (ethyl acetate/n-heptane 1:2): white solid 39.8 g (58%);
Wird geladen…
