N,N-二乙基-4-甲氧基-苯甲酰胺合成路线 （共 48 条）
反应条件
1.1: s-BuLi; TMEDA / tetrahydrofuran; cyclohexane / 1 h / -78 °C
1.2: tetrahydrofuran; cyclohexane / -78 - 20 °C
1.3: 99 percent / aq. HCl; NH4Cl / tetrahydrofuran; cyclohexane / pH 5 - 6
2.1: 83 percent / Pd(PPh3)4P; aq. Na2CO3 / 1,2-dimethoxy-ethane / Heating
3.1: 88 percent / LDA / tetrahydrofuran / 6 h / 20 °C
4.1: LDA / tetrahydrofuran; hexane / 0.08 h / 0 °C
4.2: 65 percent / tetrahydrofuran; hexane / 0 - 20 °C
5.1: 73 percent / aq. HCO2H; Pd(OAc)2; Ph3P / dimethylformamide / 60 - 70 °C
View Scheme
参考文献
Fu, Jian-Min; Snieckus, Victor
Canadian Journal of Chemistry, 2000 , vol. 78, # 6 p. 905 - 919
反应条件
Yield given. Multistep reaction;
参考文献
Reed, J. N.; Snieckus, V.
Tetrahedron Letters, 1983 , vol. 24, # 36 p. 3795 - 3798
反应条件
boron tribromide in dichloromethane
T=-78°C;
参考文献
Billedeau, R.J.; Sibi, M.P.; Snieckus, V.
Tetrahedron Letters, 1983 , vol. 24, # 42 p. 4515 - 4518
反应条件
1.)RLi
Multistep reaction;
参考文献
Mills, Robert J.; Snieckus, Victor
Journal of Organic Chemistry, 1989 , vol. 54, # 18 p. 4386 - 4390
反应条件
1: 1.) s-BuLi, TMEDA / 1.) cyclohexane, THF, -78 deg C, 1 h, 2.) THF, cyclohexane, from -78 deg C to RT, 8 h
View Scheme
参考文献
Mills, R.J.; Snieckus, V.
Tetrahedron Letters, 1984 , vol. 25, # 5 p. 479 - 482
反应条件
1.1: sec-BuLi; TMEDA / tetrahydrofuran; cyclohexane / 0.5 h / -78 °C
1.2: 62 percent / tetrahydrofuran; cyclohexane / -78 - 20 °C
2.1: 78 percent / LDA / tetrahydrofuran / -78 - 20 °C
3.1: 73 percent / NaBH4; NaOH / methanol; H2O / 13 h / Heating
View Scheme
参考文献
Mukherjee, Chandrani; De, Asish
Synlett, 2002 , # 2 p. 325 - 327
反应条件
1.1: sec-BuLi; TMEDA / tetrahydrofuran; cyclohexane / 0.5 h / -78 °C
1.2: 62 percent / tetrahydrofuran; cyclohexane / -78 - 20 °C
2.1: 78 percent / LDA / tetrahydrofuran / -78 - 20 °C
View Scheme
参考文献
Mukherjee, Chandrani; De, Asish
Synlett, 2002 , # 2 p. 325 - 327
反应条件
1: 1.) sec-BuLi, TMEDA / 1.) Et2O, THF, -78 deg C, 2.) -78 deg C, 3 h
2: p-TsOH / benzene / 2 h / Heating
3: 76 percent / NaOH, Zn / pyridine / Heating
4: 81 percent / ZnCl2, AcOH / 1 h / Heating
5: 1.) Zn, CuSO4, NaOH, 2.) o-chloranil / 1.) pyridine, reflux, overnight, 2.) C6H6, reflux, 5 h
6: 61 percent / BBr3 / CH2Cl2 / 3 h / Ambient temperature
View Scheme
参考文献
Harvey, Ronald G.; Aboshkara, Elias; Pataki, John
Tetrahedron, 1997 , vol. 53, # 47 p. 15947 - 15956
