2-氧代环戊烷羧酸甲酯合成路线 （共 119 条）
反应条件
1.1: potassium carbonate / acetone / 12 h / Reflux; Inert atmosphere
2.1: methanol; sodium methylate / 3 h / Reflux; Inert atmosphere
2.2: 3 h / Reflux; Inert atmosphere
View Scheme
参考文献
Abraham, Elin; Claridge, Timothy D.W.; Davies, Stephen G.; Odell, Barbara; Roberts, Paul M.; Russell, Angela J.; Smith, Andrew D.; Smith, Lorna J.; Storr, Helen R.; Sweet, Miles J.; Thompson, Amber L.; Thomson, James E.; Tranter, George E.; Watkin, David J.
Tetrahedron Asymmetry, 2011 , vol. 22, # 1 p. 69 - 100
反应条件
1.1: potassium carbonate / acetone / 5 h / Reflux
1.2: 40 h / Reflux
2.1: lithium hexamethyldisilazane / tetrahydrofuran / 1 h / -70 - -55 °C / Inert atmosphere
2.2: 0.5 h / -70 - 0 °C
3.1: dihydrogen peroxide; ammonium chloride / dichloromethane; water / 1 h / 3 - 20 °C
View Scheme
参考文献
MARS, INCORPORATED; VAN ZANDT, Michael; JAGDMANN, JR., Gunnar Erik
Patent: WO2013/158262 A1, 2013 ;
反应条件
potassium tert-butylate in tetrahydrofuran
T=0 - 20°C; 50 h;
参考文献
Pearson, William H; Walavalkar, Rajesh
Tetrahedron, 2001 , vol. 57, # 24 p. 5081 - 5089
反应条件
2: 97 percent / KOH / methanol; H2O / 15 h / Heating
3: 23 percent / polyphosphoric acid / 0.33 h / 130 °C
View Scheme
参考文献
Neudeck, Horst K.
Monatshefte fuer Chemie, 1989 , vol. 120, p. 597 - 622
反应条件
1: 95 percent / sodium hydride / dimethylformamide
2: 88 percent / 1,8-diazabicyclo<5.4.0>undec-7-ene / CH2Cl2 / 5 h / Heating
3: neat (no solvent) / pyrolysis
4: 75.4 percent / toluene-p-sulphonic acid monohydrate / 24 h / Heating
5: water / stannic chloride / CH2Cl2
6: 97 percent / triethylamine / 1 h
View Scheme
参考文献
Evans, Elizabeth H.; Hewson, Alan T.; March, Lorraine A.; Nowell, Ian W.; Wadsworth, Alan H.
Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1987 , p. 137 - 150
反应条件
1: 95 percent / sodium hydride / dimethylformamide
2: 88 percent / 1,8-diazabicyclo<5.4.0>undec-7-ene / CH2Cl2 / 5 h / Heating
3: neat (no solvent) / pyrolysis
4: 75.4 percent / toluene-p-sulphonic acid monohydrate / 24 h / Heating
5: water / stannic chloride / CH2Cl2
6: 76 percent / triethylamine / benzene
View Scheme
参考文献
Evans, Elizabeth H.; Hewson, Alan T.; March, Lorraine A.; Nowell, Ian W.; Wadsworth, Alan H.
Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1987 , p. 137 - 150
反应条件
sodium hydride in N,N-dimethyl-formamide
3 h; Ambient temperature;
参考文献
Beckwith,A.L.; O'Shea,D.M.; Westwood,S.W.
Journal of the American Chemical Society, 1988 , vol. 110, p. 2565
反应条件
1: 39 percent / NaH / dimethylformamide / 14 h / Ambient temperature
2: 78 percent / AIBN, BuSnH / benzene / 3 h / Heating
View Scheme
参考文献
Beckwith,A.L.; O'Shea,D.M.; Westwood,S.W.
Journal of the American Chemical Society, 1988 , vol. 110, p. 2565
反应条件
sodium hydride
1.)THF, 30 min, 2.)reflux, 12 h; Yield given. Multistep reaction;
参考文献
McBride, Bill J.; Garst, Michael E.; Hopkins, Mark
Journal of Organic Chemistry, 1984 , vol. 49, p. 1824 - 1825
反应条件
potassium carbonate in acetone
T=60°C; 24 h;
参考文献
ZEON CORPORATION
Patent: EP1719746 A1, 2006 ;
Location in patent: Page/Page column 7; 15-16 ;
