1,3-丙酮二羧酸二甲酯合成路线 （共 133 条）
反应条件
sodium acetate
T=110°C; 1.5 h;
参考文献
Lowe; Kradepohl
Archiv der Pharmazie, 1990 , vol. 323, # 12 p. 987 - 989
参考文献
Gordon
Journal of Organic Chemistry, 1957 , vol. 22, p. 1006
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Theilacker; Schmid
Justus Liebigs Annalen der Chemie, 1950 , vol. 570, p. 15,31
反应条件
methanol; NH4Br; acetaldehyde
参考文献
Mannich
Archiv der Pharmazie (Weinheim, Germany), 1934 , vol. 272, p. 323,351
反应条件
sulfuric acid in methanol; water
2 h;
参考文献
Meyer Jr.; Revankar; Cook; et al.
Journal of Heterocyclic Chemistry, 1980 , vol. 17, # 1 p. 159 - 169
反应条件
1: 88.9 percent / conc. sulfuric acid / H2O; methanol / 2 h
2: 90 percent / p-toluenesulfonyl azide, 1,5-diazabicyclo<5.4.0>undec-5-ene / ethyl acetate / 1 h / Ambient temperature
3: 82.3 percent / hydrogen / platinum oxide / acetic acid; 2-methoxy-ethanol / 4 h / 1810.02 Torr / Ambient temperature
4: 54.3 percent / conc. ammonium hydroxide / 8 h / Ambient temperature
View Scheme
参考文献
Meyer Jr.; Revankar; Cook; et al.
Journal of Heterocyclic Chemistry, 1980 , vol. 17, # 1 p. 159 - 169
反应条件
1: 88.9 percent / conc. sulfuric acid / H2O; methanol / 2 h
2: 90 percent / p-toluenesulfonyl azide, 1,5-diazabicyclo<5.4.0>undec-5-ene / ethyl acetate / 1 h / Ambient temperature
3: 82.3 percent / hydrogen / platinum oxide / acetic acid; 2-methoxy-ethanol / 4 h / 1810.02 Torr / Ambient temperature
4: 54.3 percent / conc. ammonium hydroxide / 8 h / Ambient temperature
5: 78.3 percent / phosphoryl chloride / 1.5 h / Heating
6: 81.4 percent / liquid ammonia / 10 h / 100 - 110 °C / in a steel bomb
7: 59.5 percent / 10percent sodium carbonate / H2O / 1 h / Heating
View Scheme
参考文献
Meyer Jr.; Revankar; Cook; et al.
Journal of Heterocyclic Chemistry, 1980 , vol. 17, # 1 p. 159 - 169
反应条件
1: 88.9 percent / conc. sulfuric acid / H2O; methanol / 2 h
2: 90 percent / p-toluenesulfonyl azide, 1,5-diazabicyclo<5.4.0>undec-5-ene / ethyl acetate / 1 h / Ambient temperature
3: 82.3 percent / hydrogen / platinum oxide / acetic acid; 2-methoxy-ethanol / 4 h / 1810.02 Torr / Ambient temperature
4: 54.3 percent / conc. ammonium hydroxide / 8 h / Ambient temperature
5: 78.3 percent / phosphoryl chloride / 1.5 h / Heating
6: 77 percent / 1.) hexamethyldisilazane, ammonium sulfate; 2.) stannic chloride / 1.) reflux, 15 h; 2.) 1,2-dichloroethane, 20 h, r.t.
7: 84.8 percent / liquid ammonia / methanol / 30 h / Ambient temperature; in a pressure bottle
View Scheme
参考文献
Meyer Jr.; Revankar; Cook; et al.
Journal of Heterocyclic Chemistry, 1980 , vol. 17, # 1 p. 159 - 169
反应条件
1: 45 percent / K2CO3 / dimethylsulfoxide / 360 h / 23 °C
2: NH3 / methanol / 5 h / 0 °C
3: 91 percent / Et3N / DMAP / acetonitrile / 1 h / 23 °C
4: 65 percent / (CF3CO)2O; pyridine / tetrahydrofuran / -12 - -2 °C
5: 72 percent / Et3N / H2O; methanol / Heating
View Scheme
参考文献
Meyer Jr.; Revankar; Cook; et al.
Journal of Heterocyclic Chemistry, 1980 , vol. 17, # 1 p. 159 - 169
反应条件
1: acetone; formic acid ethyl ester With sodium methylate in tetrahydrofuran
T=0 - 20°C; 0.5 h;
2: dimethyl acetone-1,3-dicarboxylate in methanol
T=20 - 25°C; 16 h;
3: With hydrogenchloride in methanol; water
参考文献
NIPRI LIMITED
Patent: WO2006/46071 A1, 2006 ;
Location in patent: Page/Page column 52; 83 ;
反应条件
1: dimethyl acetone-1,3-dicarboxylate With sodium hydride in tetrahydrofuran; paraffin oil
T=-10°C;
2: 2-butyn-1-al in tetrahydrofuran; paraffin oil
T=-10 - 20°C;
3: With hydrogenchloride; water in tetrahydrofuran; paraffin oil
参考文献
Cramer, Benedikt; Harrer, Henning; Nakamura, Kazuhiko; Uemura, Daisuke; Humpf, Hans-Ulrich
Bioorganic and Medicinal Chemistry, 2010 , vol. 18, # 1 p. 343 - 347
