4-苯基-1,2,3,4-四氢异喹啉盐酸盐合成路线 (共 22 条)
反应条件
1: 87.3 percent / H2 / Raney-Ni / ethyl acetate / 16 h / 760 Torr / Ambient temperature
2: 88.8 percent / H2SO4 / CH2Cl2 / 0.5 h / 5 - 7 °C
3: 80.5 percent / glacial acetic acid / 4 h / Ambient temperature
4: H2, glacial acetic acid / 10percent Pd/C / 6 h / 50 °C
View Scheme
参考文献
Zara-Kaczian, Erzsebet; Deak, Gyula; Szoelloesy, Aron; Brlik, Janos
Acta Chimica Hungarica, 1990 , vol. 127, # 5 p. 743 - 755
反应条件
1: 95 percent / LiAlH4 / tetrahydrofuran / 4 h / Heating
2: F3CCOOH, H2SO4 / CH2Cl2 / 0.5 h / Heating
View Scheme
参考文献
Pridgen, Lendon N.; Killmer, Lewis B.; Webb, R. Lee
Journal of Organic Chemistry, 1982 , vol. 47, # 11 p. 1985 - 1989
反应条件
1: 81 percent / bis<(1,1'-diphenylphosphino)ferrocene>palladium(II) chloride / diethyl ether / 16 h / Ambient temperature
2: 95 percent / LiAlH4 / tetrahydrofuran / 4 h / Heating
3: F3CCOOH, H2SO4 / CH2Cl2 / 0.5 h / Heating
View Scheme
参考文献
Pridgen, Lendon N.; Killmer, Lewis B.; Webb, R. Lee
Journal of Organic Chemistry, 1982 , vol. 47, # 11 p. 1985 - 1989
反应条件
1: 95 percent / CH3ONa / methanol / 16 h / 20 °C
2: 81 percent / bis<(1,1'-diphenylphosphino)ferrocene>palladium(II) chloride / diethyl ether / 16 h / Ambient temperature
3: 95 percent / LiAlH4 / tetrahydrofuran / 4 h / Heating
4: F3CCOOH, H2SO4 / CH2Cl2 / 0.5 h / Heating
View Scheme
参考文献
Pridgen, Lendon N.; Killmer, Lewis B.; Webb, R. Lee
Journal of Organic Chemistry, 1982 , vol. 47, # 11 p. 1985 - 1989
反应条件
boron tribromide in dichloromethane; acetonitrile
Reduction; 10 h; Heating;
参考文献
Kihara, Masaru; Andoh, Jun-Ichi; Yoshida, Chiaki
Heterocycles, 2000 , vol. 53, # 2 p. 359 - 372
反应条件
1: 62 percent / HCl, NaBH3CN / methanol / 24 h / Ambient temperature
2: 86 percent / trifluoromethanesulfonic acid / 3 h / Ambient temperature
View Scheme
参考文献
Kihara; Ikeuchi; Adachi; Nagao; Moritoki; Yamaguchi; Taira
Chemical and Pharmaceutical Bulletin, 1995 , vol. 43, # 9 p. 1543 - 1546
反应条件
1: 62 percent / HCl, NaBH3CN / methanol / 24 h / Ambient temperature
2: 86 percent / trifluoromethanesulfonic acid / 3 h / Ambient temperature
View Scheme
参考文献
Kihara; Ikeuchi; Adachi; Nagao; Moritoki; Yamaguchi; Taira
Chemical and Pharmaceutical Bulletin, 1995 , vol. 43, # 9 p. 1543 - 1546
反应条件
1: 80.5 percent / glacial acetic acid / 4 h / Ambient temperature
2: H2, glacial acetic acid / 10percent Pd/C / 6 h / 50 °C
View Scheme
参考文献
Zara-Kaczian, Erzsebet; Deak, Gyula; Szoelloesy, Aron; Brlik, Janos
Acta Chimica Hungarica, 1990 , vol. 127, # 5 p. 743 - 755
反应条件
methanol; lithium triethylborohydride
1.) THF, RT. 0.5 h; Yield given. Multistep reaction;
参考文献
Blough; Carroll
Tetrahedron Letters, 1993 , vol. 34, # 45 p. 7239 - 7242
反应条件
sodium tetrahydroborate; PPA; nickel dichloride
1) 75 deg C to 80 deg C, 1 h; Yield given. Multistep reaction;
参考文献
Euerby, Melvin R.; Waigh, Roger D.
Journal of the Chemical Society, Chemical Communications, 1984 , # 2 p. 127 - 128