【摘要】 以价廉易得的己二酸二甲酯为原料,在甲醇钠的催化下,通过Dieckmann缩合反应得到2-氧代环戊烷羧酸甲酯,收率82.2%;2-氧代环戊烷羧酸甲酯再与丙烯腈在40%(质量比)苄基三甲基氢氧化铵甲醇溶液存在下,经Michael加成制得1-(2-氰乙基)-2-氧代环戊烷羧酸甲酯,收率82.5%;进一步酸性脱羧得到3-(2-氧代环戊基)丙腈,收率84.0%;将脱羧产物通入装有Ni-Cu/γ-Al2O3催化剂的固定床反应器中,催化环合最终得到6,7-二氢-5H-1-氮茚,反应总收率33.8%.更多还原

【Abstract】 Methyl 2-oxocyclopentanecarboxylate was obtained via Dieckmann condensation from dimethyl adipate in 82.2% yield. Then the condensation product was reacted with acrylonitrile,in the presence of Tri-ton B giving methyl 1-(2-cyanoethyl)-2-oxocyclopentane-carboxylate in 82.5% yield. 3-(2-Oxocyclopentyl)-propanenitrile was synthesized from methyl 1-(2-cyanoethyl)-2-oxocyclopentane-carboxylate by hydrolysis which was converted to the target molecule,6,7-dihydro-5H-1-pyrindine,directly by reductive cyclization and aromatization in one step in the presence of Ni-Cu/γ-Al2O3. The total yield was 33.8%.更多还原