(3,4-二甲氧基苯基)乙酰氯合成路线 (共 69 条)
反应条件
dimethylsulfide; copper(I) bromide; lithium bromide
2.) THF, -70 deg C, 30 min; Yield given. Multistep reaction. Yields of byproduct given. Title compound not separated from byproducts;
参考文献
Mangeney; Gosmini; Raussou; Commercon; Alexakis
Journal of Organic Chemistry, 1994 , vol. 59, # 7 p. 1877 - 1888
反应条件
1: 80 percent / triethylamine / CH2Cl2 / 2 h / 0 - 20 °C
2: HCl / ethyl acetate; diethyl ether; H2O / 1 h / 20 °C
3: trifluoroacetic acid; molecular sieves 3 Angstroem / CH2Cl2 / 3.5 h / 20 °C
4: 90 percent / AlCl3 / CH2Cl2 / 20 °C
5: 80 percent / alane / tetrahydrofuran / 14 h / 20 °C
View Scheme
参考文献
Schell, Fred M.; Smith, Anita M.
Tetrahedron Letters, 1983 , vol. 24, # 18 p. 1883 - 1884
反应条件
1: 2,2-Dimethyl-[1,3]dioxane-4,6-dione; 3,4-Dimethoxy-phenylacetic acid chloride With pyridine in dichloromethane
T=0 - 23°C; 8 h;
2: With hydrogenchloride in water
3: ethanol T=75°C; 11 h;
参考文献
Krishnan, Shyam; Bagdanoff, Jeffrey T.; Ebner, David C.; Ramtohul, Yeeman K.; Tambar, Uttam K.; Stoltz, Brian M.
Journal of the American Chemical Society, 2008 , vol. 130, # 41 p. 13745 - 13754
反应条件
1: pyridine / CH2Cl2 / 8 h / 20 °C
2: 1.31 g / 11 h / 75 °C
View Scheme
参考文献
Capozzi; Roelens; Talami
Journal of Organic Chemistry, 1993 , vol. 58, # 27 p. 7932 - 7936
反应条件
T=-65°C; 0.0833333 h;
参考文献
Schinzer, Dieter; Abel, Ulrich; Jones, Peter G.
Synlett, 1997 , # 5 p. 632 - 634
反应条件
1: 69 percent / sodium acetate / diethyl ether; tetrahydrofuran / Ambient temperature
2: 94 percent / NaBH4 / methanol / 0 - 5 °C
3: 41 percent / PPA, 85 percent H3PO4 / 1 h / 100 °C
View Scheme
参考文献
Berney, Daniel; Schuh, Karlheinz
Helvetica Chimica Acta, 1981 , vol. 64, # 2 p. 373 - 378
反应条件
1: 69 percent / sodium acetate / diethyl ether; tetrahydrofuran / Ambient temperature
2: 94 percent / NaBH4 / methanol / 0 - 5 °C
3: 41 percent / PPA, 85 percent H3PO4 / 1 h / 100 °C
4: 52 percent / DDQ / benzene / 17 h / Heating
View Scheme
参考文献
Berney, Daniel; Schuh, Karlheinz
Helvetica Chimica Acta, 1981 , vol. 64, # 2 p. 373 - 378
反应条件
1: 69 percent / sodium acetate / diethyl ether; tetrahydrofuran / Ambient temperature
2: 94 percent / NaBH4 / methanol / 0 - 5 °C
3: 41 percent / PPA, 85 percent H3PO4 / 1 h / 100 °C
4: 52 percent / DDQ / benzene / 17 h / Heating
5: 58 percent / CH2Cl2 / Ambient temperature
View Scheme
参考文献
Berney, Daniel; Schuh, Karlheinz
Helvetica Chimica Acta, 1981 , vol. 64, # 2 p. 373 - 378
反应条件
1: aq. Na2CO3 / CHCl3 / 0 °C
2: POCl3 / toluene / Heating
3: tetralin / 10percent Pd/C / 220 - 230 °C
View Scheme
参考文献
Makhey, Darshan; Gatto, Barbara; Yu, Chiang; Liu, Angela; Liu, Leroy F.; LaVoie, Edmond J.
Bioorganic and Medicinal Chemistry, 1996 , vol. 4, # 6 p. 781 - 791
反应条件
1: triethylamine / CH2Cl2 / 1 h / Ambient temperature
2: 75 percent / glacial acetic acid, conc. HCl / 17 h / Ambient temperature
3: 1.) potassium tert-butoxide / 1.) DMSO, RT, 30 min, 2.) RT, 30 min
4: 2 h / 90 - 95 °C
5: H2 / Pd/C / acetic acid / 10 h / 3750.3 Torr / Ambient temperature
View Scheme
参考文献
Reiffen; Eberlein; Muller; Psiorz; Noll; Heider; Lillie; Kobinger; Luger
Journal of Medicinal Chemistry, 1990 , vol. 33, # 5 p. 1496 - 1504