1,3-丙酮二羧酸二甲酯合成路线 （共 133 条）
反应条件
1.1: t-BuONa; NaH / tetrahydrofuran / 20 - 25 °C
1.2: tetrahydrofuran / 23 °C
2.1: p-toluenesulfonic acid monohydrate / toluene / 20 h / 117 °C
3.1: t-BuOK / 1-methyl-pyrrolidin-2-one; tetrahydrofuran / 3 h / 100 °C
4.1: POCl3; Me4NCl / 21 h / 140 °C
View Scheme
参考文献
Chung, John Y. L.; Cai, Chaoxian; McWilliams, J. Christopher; Reamer, Robert A.; Dormer, Peter G.; Cvetovich, Raymond J.
Journal of Organic Chemistry, 2005 , vol. 70, # 25 p. 10342 - 10347
反应条件
1.1: t-BuONa; NaH / tetrahydrofuran / 20 - 25 °C
1.2: tetrahydrofuran / 23 °C
2.1: p-toluenesulfonic acid monohydrate / toluene / 20 h / 117 °C
3.1: t-BuOK / 1-methyl-pyrrolidin-2-one; tetrahydrofuran / 3 h / 100 °C
4.1: POCl3; Me4NCl / 21 h / 140 °C
5.1: Cs2CO3 / Pd(dppf)Cl2 / toluene / 1 h / 110 °C
View Scheme
参考文献
Chung, John Y. L.; Cai, Chaoxian; McWilliams, J. Christopher; Reamer, Robert A.; Dormer, Peter G.; Cvetovich, Raymond J.
Journal of Organic Chemistry, 2005 , vol. 70, # 25 p. 10342 - 10347
反应条件
1: t-BuONO, HCl / diethyl ether
2: 35 percent / NH2OH*HCl / dioxane; methanol; H2O / 48 h / Ambient temperature
3: 19 percent / H2, Ra-Ni / methanol / 35 °C / 136800 Torr
View Scheme
参考文献
Baumgartner, Hansruedi; O'Sullivan, Anthony C.
Tetrahedron, 1997 , vol. 53, # 8 p. 2775 - 2784
参考文献
Specht, Donald P.; Martic, Peter A.; Farid, Samir; ++
Tetrahedron, 1982 , vol. 38, # 9 p. 1203 - 1211
反应条件
carbon dioxide; sodium methylate
1.) reflux, 5 h; 2.) H2O; Yield given. Multistep reaction;
参考文献
Reichardt, Christian; Ferwanah, Abdel-Rahman; Pressler, Wilfried; Yun, Kyeong-Yeol
Liebigs Annalen der Chemie, 1984 , # 4 p. 649 - 679
反应条件
sodium methylate; acetic acid
1.) MeOH, reflux, 3 h; 2.) acetone; Yield given. Multistep reaction;
参考文献
Reichardt, Christian; Ferwanah, Abdel-Rahman; Pressler, Wilfried; Yun, Kyeong-Yeol
Liebigs Annalen der Chemie, 1984 , # 4 p. 649 - 679
反应条件
1: 83 percent / NaBH4 / ethanol / 0.17 h / -30 °C
2: 86 percent / pyridine / Ambient temperature
View Scheme
参考文献
Jewstignejewa et al.
Zhurnal Obshchei Khimii, 1952 , vol. 22, p. 1467
Chem.Abstr., 1953 , vol. 47, p. 5949
反应条件
triethylamine in methanol
24 h; Heating;
参考文献
L'abbe, Gerrit; Dehaen, Wim
Bulletin des Societes Chimiques Belges, 1987 , vol. 96, # 10 p. 823 - 824
反应条件
1: 14.5 g / concentrated sulphuric acid / methanol / 1.) overnight at room temperature; 2.) reflux 6 h
2: 2.) sodium / 1.) water, ice cooling then to rt during 2 h; 2.) methanol, reflux, 1.25 h
View Scheme
参考文献
Swan, George A.
Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1985 , p. 1757 - 1766
反应条件
hydroxylamine hydrochloride; sodium acetate in acetic acid
1) RT, 1 h, 2) 80 - 90 deg C, 30 min;
参考文献
Kim, C. K.; Krasavage, B. A.; Maggiulli, C. A.
Journal of Heterocyclic Chemistry, 1985 , vol. 22, p. 127 - 128
