(9Z,12E)-9,12-十四碳二烯-1-醇乙酸酯合成路线 (共 53 条)
反应条件
1: 85 percent / H2 / P-2 Ni / ethanol / 25 °C 2: 93 percent / pyridine / tetrahydrofuran View Scheme
参考文献
Matveeva; Erin; Leshcheva; Kurts
Russian Journal of Organic Chemistry, 2000 , vol. 36, # 6 p. 765 - 770
反应条件
1: 60 percent / LiNH2 / Fe(3+) / tetrahydrofuran / 3 h 2: 79.6 percent / hydrogen / Lindlar's catalyst / pyridine 3: 69.7 percent / PBr3, pyridine / diethyl ether / 1.) overnight; 2.) 2 h, reflux 4: 2.) Li2CuCl4 / 1.) THF, -10 deg C, 30 min; 2.) THF, -10 deg C, 3 h 5: 79.3 percent / pyridine / acetic acid / 12 h / Ambient temperature View Scheme
参考文献
Sharma; Sabharwal; Dogra; Vig; Kad
Journal of the Indian Chemical Society, 1989 , vol. 66, # 11 p. 792 - 793
反应条件
1: 79.6 percent / hydrogen / Lindlar's catalyst / pyridine 2: 69.7 percent / PBr3, pyridine / diethyl ether / 1.) overnight; 2.) 2 h, reflux 3: 2.) Li2CuCl4 / 1.) THF, -10 deg C, 30 min; 2.) THF, -10 deg C, 3 h 4: 79.3 percent / pyridine / acetic acid / 12 h / Ambient temperature View Scheme
参考文献
Sharma; Sabharwal; Dogra; Vig; Kad
Journal of the Indian Chemical Society, 1989 , vol. 66, # 11 p. 792 - 793
反应条件
1: acetic acid / 12 h / 80 °C 2: H2, quinoline / Lindlar catalyst / hexane / -10 °C View Scheme
参考文献
Rossi, Renzo; Carpita, Adriano; Gaudenzi, Loretta; Quirici, Maria Grazia
Gazzetta Chimica Italiana, 1980 , vol. 110, # 4 p. 237 - 246
反应条件
1: 90 percent / H2 / P-2 nickel 2: mesylation 3: 76 percent / NaI / acetone 4: 66 percent / ethylmagnesium bromide / CuCl 5: 80 percent / LiAlH4 6: mesylation 7: LiAlH4 8: 79 percent / acetylation View Scheme
参考文献
Chattopadhyay, A.; Mamdapur, V. R.
Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, 1987 , vol. 26, # 1-12 p. 868 - 869
反应条件
1: mesylation 2: 76 percent / NaI / acetone 3: 66 percent / ethylmagnesium bromide / CuCl 4: 80 percent / LiAlH4 5: mesylation 6: LiAlH4 7: 79 percent / acetylation View Scheme
参考文献
Chattopadhyay, A.; Mamdapur, V. R.
Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, 1987 , vol. 26, # 1-12 p. 868 - 869
反应条件
1: 76 percent / NaI / acetone 2: 66 percent / ethylmagnesium bromide / CuCl 3: 80 percent / LiAlH4 4: mesylation 5: LiAlH4 6: 79 percent / acetylation View Scheme
参考文献
Chattopadhyay, A.; Mamdapur, V. R.
Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, 1987 , vol. 26, # 1-12 p. 868 - 869
反应条件
1: 90 percent / H2, quinoline / Lindlar's catalyst / hexane 2: 67 percent / PBr3, pyridine / diethyl ether / 1) overnight, 2) 2 h, reflux 3: 1) Mg / 2) Li2CuCl4 / 1) THF; 2) THF, 5 h, -10 deg C 4: 72 percent / AcOH, pyridine View Scheme
参考文献
Vig; Sharma; Sabharwal; Gupta; Huq
Journal of the Indian Chemical Society, 1990 , vol. 67, # 1 p. 34 - 36
反应条件
1: 67 percent / PBr3, pyridine / diethyl ether / 1) overnight, 2) 2 h, reflux 2: 1) Mg / 2) Li2CuCl4 / 1) THF; 2) THF, 5 h, -10 deg C 3: 72 percent / AcOH, pyridine View Scheme
参考文献
Vig; Sharma; Sabharwal; Gupta; Huq
Journal of the Indian Chemical Society, 1990 , vol. 67, # 1 p. 34 - 36
反应条件
1: 80 percent / pTsOH / methanol / 6 h / 55 °C 2: 90 percent / H2, quinoline / Lindlar's catalyst / hexane 3: 67 percent / PBr3, pyridine / diethyl ether / 1) overnight, 2) 2 h, reflux 4: 1) Mg / 2) Li2CuCl4 / 1) THF; 2) THF, 5 h, -10 deg C 5: 72 percent / AcOH, pyridine View Scheme
参考文献
Vig; Sharma; Sabharwal; Gupta; Huq
Journal of the Indian Chemical Society, 1990 , vol. 67, # 1 p. 34 - 36