1,2,3,4-四甲基-5-亚甲基环戊并-1,3-二烯合成路线 (共 18 条)
反应条件
18-crown-6 ether; potassium tert-butylate in tetrahydrofuran; Petroleum ether
3 h; Ambient temperature;
参考文献
Jutzi; Heidemann; Neumann; Stammler
Synthesis, 1992 , # 11 p. 1096 - 1098
反应条件
1: 1) BuLi, 2) BrCN / 1) Hexan/PE, r.t., 12 h, 2) Et2O, -40 deg C to r.t., 3 h.
2: 85 percent / KOBu-t, 18-crown-6 / tetrahydrofuran; petroleum ether / 3 h / Ambient temperature
View Scheme
参考文献
Jutzi; Heidemann; Neumann; Stammler
Synthesis, 1992 , # 11 p. 1096 - 1098
反应条件
in diethyl ether
T=25°C;
参考文献
Pando, Jerome C.; Mintz, Eric A.
Tetrahedron Letters, 1989 , vol. 30, # 36 p. 4811 - 4812
反应条件
1: 93 percent / m-chloroperbenzoic acid / CH2Cl2 / 1 h / -78 °C
2: 90 percent / trimethyl phosphite / methanol / 24 h / 22 °C
3: 1.) NaH, 2.) acetyl bromide / 1.) THF, 45 min, 2.) -5 deg C, 3 d
View Scheme
参考文献
Macaulay; Fallis
Journal of the American Chemical Society, 1990 , vol. 112, # 3 p. 1136 - 1144
反应条件
1: 90 percent / trimethyl phosphite / methanol / 24 h / 22 °C
2: 1.) NaH, 2.) acetyl bromide / 1.) THF, 45 min, 2.) -5 deg C, 3 d
View Scheme
参考文献
Macaulay; Fallis
Journal of the American Chemical Society, 1990 , vol. 112, # 3 p. 1136 - 1144
反应条件
silver tetrafluoroborate in dichloromethane; pentane
96 h; Ambient temperature;
参考文献
Jutzi, Peter; Mix, Andreas
Chemische Berichte, 1992 , vol. 125, # 4 p. 951 - 954
反应条件
acetyl-bromide; sodium hydride
1.) THF, 45 min, 2.) -5 deg C, 3 d; Multistep reaction;
参考文献
Macaulay; Fallis
Journal of the American Chemical Society, 1990 , vol. 112, # 3 p. 1136 - 1144
反应条件
1: in tetrahydrofuran
T=-20°C; 1 h;
2: in tetrahydrofuran
T=20°C;
参考文献
Krut'ko; Borzov; Veksler
Russian Chemical Bulletin, 2004 , vol. 53, # 10 p. 2182 - 2186
反应条件
1: KOCH3 / 25 °C
2: 81 percent / diethyl ether / 25 °C
View Scheme
参考文献
Pando, Jerome C.; Mintz, Eric A.
Tetrahedron Letters, 1989 , vol. 30, # 36 p. 4811 - 4812
反应条件
silver tetrafluoroborate in dichloromethane; Petroleum ether
168 h; Ambient temperature; Title compound not separated from byproducts;
参考文献
Jutzi, Peter; Mix, Andreas
Chemische Berichte, 1992 , vol. 125, # 4 p. 951 - 954