3-甲基-2-环己烯-1-酮合成路线 （共 314 条）
反应条件
1: 3-methyl-cyclohex-2-en-1-one; methyllithium With copper(l) iodide
T=-10°C;
2: chloro-trimethyl-silane With N,N,N',N',N'',N''-hexamethylphosphoric triamide; triethylamine
T=-10 - 20°C; 15 h;
参考文献
Martinez, Isamir; Alford, Philip E.; Ovaska, Timo V.
Organic Letters, 2005 , vol. 7, # 6 p. 1133 - 1135
反应条件
1: 3-methyl-cyclohex-2-en-1-one; methyl cuprate in tetrahydrofuran
T=-40°C; 0.666667 h;
2: chloro-trimethyl-silane in tetrahydrofuran
T=-40 - 22°C; 4 h; Further stages.;
参考文献
Suennemann, Hans Wolf; Hofmeister, Anja; Magull, Joerg; De Meijere, Armin
Chemistry - A European Journal, 2007 , vol. 13, # 13 p. 3739 - 3756
反应条件
triethylamine
Multistep reaction;
参考文献
Plamondon, Josee; Canonne, Persephone
Tetrahedron Letters, 1991 , vol. 32, # 5 p. 589 - 592
反应条件
oxygen in ethanol
T=80°C; 0.5 h;
参考文献
Hirao, Toshikazu; Mori, Makoto; Ohshiro, Yoshiki
Journal of Organic Chemistry, 1990 , vol. 55, # 1 p. 358 - 360
反应条件
ammonium cerium(IV) nitrate; iodine
7 h; Heating;
参考文献
Horiuchi, C. Akira; Fukunishi, Hirotada; Kajita, Mika; Yamaguchi, Akihisa; Kiyomiya, Hiroshi; Kiji, Shinji
Chemistry Letters, 1991 , # 11 p. 1921 - 1924
反应条件
1: aq. NH4Cl / dimethylformamide / 5 h / 100 °C
2: 1.) NaOMe / 1.) THF, 20 min, 2.) THF, reflux, 6 h
3: KOH / bis-(2-hydroxy-ethyl) ether / 12 h / 200 °C
View Scheme
参考文献
Ceccherelli, Paolo; Curini, Massimo; Marcotulio, Maria Carla; Wenkert, Ernest
Journal of Organic Chemistry, 1986 , vol. 51, # 5 p. 738 - 740
反应条件
1: aq. NH4Cl / dimethylformamide / 5 h / 100 °C
2: 1.) NaOMe / 1.) THF, 20 min, 2.) THF, reflux, 6 h
3: KOH / bis-(2-hydroxy-ethyl) ether / 12 h / 200 °C
4: POCl3 / 4 h / Ambient temperature
View Scheme
参考文献
Ceccherelli, Paolo; Curini, Massimo; Marcotulio, Maria Carla; Wenkert, Ernest
Journal of Organic Chemistry, 1986 , vol. 51, # 5 p. 738 - 740
反应条件
1: aq. NH4Cl / dimethylformamide / 5 h / 100 °C
2: 1.) NaOMe / 1.) THF, 20 min, 2.) THF, reflux, 6 h
3: KOH / bis-(2-hydroxy-ethyl) ether / 12 h / 200 °C
4: POCl3 / 4 h / Ambient temperature
5: Et3N / diethyl ether / 3 h / Ambient temperature
View Scheme
参考文献
Ceccherelli, Paolo; Curini, Massimo; Marcotulio, Maria Carla; Wenkert, Ernest
Journal of Organic Chemistry, 1986 , vol. 51, # 5 p. 738 - 740
反应条件
1: 72 percent / AcOH / ethanol / 2.5 h / Heating
2: 86 percent / conc. HCl, water / 16 h / Heating
View Scheme
参考文献
Shibuya, Hirotaka; Tsujii, Shinji; Yamamoto, Yoshio; Miura, Hiromi; Kitagawa, Isao
Chemical and Pharmaceutical Bulletin, 1984 , vol. 32, # 9 p. 3417 - 3427
反应条件
in acetonitrile
T=5 - 10°C; electrolyses at -2.50 V and 2.0 F/mol; Further byproducts given. Yields of byproduct given;
参考文献
Harada; Sakakibara; Kunai; Sasaki
Bulletin of the Chemical Society of Japan, 1984 , vol. 57, # 2 p. 611 - 612
