【摘要】 α-溴-4-甲氧基苯乙酮、α-溴-2-氟苯丙酮、α-溴-4-苄氧基苯丙酮、6-甲氧基-2-(溴乙酰基)萘、6-甲氧基-2-(2-溴丙酰基)萘分别与二乙醇胺、2-氨基-1-丙醇、N-甲基乙醇胺、2-甲基-2-氨基-1-丙醇和甲酸发生非经典Leuckart-Wallach反应,合成相应的2-芳基吗啉,后者经盐酸酸化成盐,得到4-羟乙基-2-(4-甲氧基苯基)吗啉、盐酸3-甲基-4-羟乙基-2-(2-氟苯基)吗啉、盐酸3-甲基-4-羟乙基-2-(4-苄氧基苯基)吗啉、盐酸4-羟乙基-2-(6-甲氧基-2-萘基)吗啉、盐酸3-甲基-4-羟乙基-2-(6-甲氧基-2-萘基)吗啉、盐酸3,4-二甲基-2-(6-甲氧基-2-萘基)吗啉、盐酸3,5-二甲基-2-(6-甲氧基-2-萘基)吗啉和盐酸3,5,5-三甲基-2-(6-甲氧基-2-萘基)吗啉.产率为15.6%~58.9%.其结构经1HNMR,1H-1HCOSY,IR,MS确证.更多还原

【Abstract】 4-(2-Hydroxyethyl)-2-(4-methoxyphenyl)morpholine, 2-(2-fluorophenyl)-4-(2-Hydroxyethyl) -3-methyl-morpholine, 2-(4-benzyloxyphenyl)-3-methyl-4-(2-hydroxyethyl)morpholine, 4-(2-hydroxyethyl)- 2-(6-methoxy-2-naphthyl)-morpholine, 4-(2-hydroxyethyl)-2-(6-methoxy-2-naphthyl)-3-methylmorpholine,(3,4)-dimethyl-2-(6-methoxy-2-naphthyl)-morpholine, 3,5-dimethyl-2-(6-methoxy-2-naphthyl)morpholine and 3,5,5-trimethyl-2-(6-methoxy-2-naphthyl)morpholine were synthesized via the reactions of α-bromo-4-methoxyacetophenone, α-bromo-2-fluoropropiophenone, α-bromo-4-benzyloxypropiophenone, 6-methoxy-2-(2-bromoacetyl)naphthalene, 6-methoxy-2-(2-bromopropionyl)naphthalene with diethanolamine, 2-amino-1- propanol, N-methyl-ethanolamine, 2-methyl-2- amino-1-propanol , respectively, in a non-protonic polar solvent at 50 ℃ for 1 h with stirring. Then the mixture was reduced by formic acid at 180 ℃ reflux for 10 h. The 2-arylmorpholines were reacted with hydrochloride to give the hydrochloride salt with yield of 15.6%～58.9%. The structures of the hydrochloride salts of 2-aryl-morpholines were characterized by ()~1H NMR, ()~1H-()~1H COSY, IR and MS spectra.更多还原