3-溴-6,7,8,9-四氢-5H-苯并环庚酮合成路线 (共 15 条)
反应条件
1: With AlCl3, aluminium chloride
T=75°C; 0.333333 h; Inert atmosphere;
2: With bromine
T=75°C; 0.333333 h;
3: With hydrogenchloride in water
0.5 h; Cooling with ice;
参考文献
BRISTOL-MYERS SQUIBB COMPANY; THOMPSON III, Lorin A.; SHI, Jianliang; WU, Yong-Jin; MARCIN, Lawrence R.; RAJAMANI, Ramkumar; HIGGINS, Mendi A.
Patent: WO2012/162330 A1, 2012 ;
Location in patent: Page/Page column 24 ;
反应条件
PPA
T=100°C; intramolecular Friedel-Crafts reaction; 12 h;
参考文献
Shiraishi, Mitsuru; Aramaki, Yoshio; Seto, Masaki; Imoto, Hiroshi; Nishikawa, Youichi; Kanzaki, Naoyuki; Okamoto, Mika; Sawada, Hidekazu; Nishimura, Osamu; Baba, Masanori; Fujino, Masahiko
Journal of Medicinal Chemistry, 2000 , vol. 43, # 10 p. 2049 - 2063
反应条件
aluminium trichloride; bromine
T=80°C; 5 h;
参考文献
Cornelius; Combs
Synthetic Communications, 1994 , vol. 24, # 19 p. 2777 - 2788
反应条件
AlCl3, aluminium chloride; bromine
T=80°C; Inert atmosphere;
参考文献
Firooznia, Fariborz; Gillespie, Paul; Lin, Tai-An; So, Sung-Sau
Patent: US2012/309796 A1, 2012 ;
Location in patent: Page/Page column 23-24 ;
反应条件
1: Br2
2: H2, NaOAc / Pd-C / acetic acid
View Scheme
参考文献
Ebine,S. et al.
Bulletin of the Chemical Society of Japan, 1968 , vol. 41, p. 2942 - 2948
反应条件
hydrogen; sodium acetate; palladium on activated charcoal in acetic acid
参考文献
Ebine,S. et al.
Bulletin of the Chemical Society of Japan, 1968 , vol. 41, p. 2942 - 2948
反应条件
1: AlCl3 / 3.5 h / 20 °C
2: 2 N aq. NaOH / methanol / 1.5 h / Heating
3: 73 percent / triethylsilane; TFA / 48 h / 55 °C
4: 67 percent / polyphosphoric acid / 12 h / 100 °C
View Scheme
参考文献
Shiraishi, Mitsuru; Aramaki, Yoshio; Seto, Masaki; Imoto, Hiroshi; Nishikawa, Youichi; Kanzaki, Naoyuki; Okamoto, Mika; Sawada, Hidekazu; Nishimura, Osamu; Baba, Masanori; Fujino, Masahiko
Journal of Medicinal Chemistry, 2000 , vol. 43, # 10 p. 2049 - 2063
反应条件
1: AlCl3 / 3.5 h / 20 °C
2: 2 N aq. NaOH / methanol / 1.5 h / Heating
3: 73 percent / triethylsilane; TFA / 48 h / 55 °C
4: 67 percent / polyphosphoric acid / 12 h / 100 °C
View Scheme
参考文献
Shiraishi, Mitsuru; Aramaki, Yoshio; Seto, Masaki; Imoto, Hiroshi; Nishikawa, Youichi; Kanzaki, Naoyuki; Okamoto, Mika; Sawada, Hidekazu; Nishimura, Osamu; Baba, Masanori; Fujino, Masahiko
Journal of Medicinal Chemistry, 2000 , vol. 43, # 10 p. 2049 - 2063
反应条件
1: 73 percent / triethylsilane; TFA / 48 h / 55 °C
2: 67 percent / polyphosphoric acid / 12 h / 100 °C
View Scheme
参考文献
Shiraishi, Mitsuru; Aramaki, Yoshio; Seto, Masaki; Imoto, Hiroshi; Nishikawa, Youichi; Kanzaki, Naoyuki; Okamoto, Mika; Sawada, Hidekazu; Nishimura, Osamu; Baba, Masanori; Fujino, Masahiko
Journal of Medicinal Chemistry, 2000 , vol. 43, # 10 p. 2049 - 2063
反应条件
1: 2 N aq. NaOH / methanol / 1.5 h / Heating
2: 73 percent / triethylsilane; TFA / 48 h / 55 °C
3: 67 percent / polyphosphoric acid / 12 h / 100 °C
View Scheme
参考文献
Shiraishi, Mitsuru; Aramaki, Yoshio; Seto, Masaki; Imoto, Hiroshi; Nishikawa, Youichi; Kanzaki, Naoyuki; Okamoto, Mika; Sawada, Hidekazu; Nishimura, Osamu; Baba, Masanori; Fujino, Masahiko
Journal of Medicinal Chemistry, 2000 , vol. 43, # 10 p. 2049 - 2063