12-(四氢-2H-吡喃-2-基氧基)-1-十二碳炔合成路线 （共 50 条）
反应条件
1: 78 percent / pyridinium p-toluenesulfonate / CH2Cl2 / 96 h / 20 °C
2: 54 percent / bromine / CH2Cl2 / -15 °C
3: 94 percent / tert-BuOK; 18-crown-6 / hexane / 14 h / 20 - 65 °C
View Scheme
参考文献
Csuk, Rene; Niesen, Anja
Zeitschrift fur Naturforschung - Section B Journal of Chemical Sciences, 2004 , vol. 59, # 8 p. 934 - 942
反应条件
1.1: Mg / diethyl ether / 11 h
1.2: 96 percent / diethyl ether / 2 h
2.1: 96 percent / LiAlH4 / diethyl ether / 24 h / 20 °C
3.1: 78 percent / pyridinium p-toluenesulfonate / CH2Cl2 / 96 h / 20 °C
4.1: 54 percent / bromine / CH2Cl2 / -15 °C
5.1: 94 percent / tert-BuOK; 18-crown-6 / hexane / 14 h / 20 - 65 °C
View Scheme
参考文献
Csuk, Rene; Niesen, Anja
Zeitschrift fur Naturforschung - Section B Journal of Chemical Sciences, 2004 , vol. 59, # 8 p. 934 - 942
反应条件
1: 96 percent / LiAlH4 / diethyl ether / 24 h / 20 °C
2: 78 percent / pyridinium p-toluenesulfonate / CH2Cl2 / 96 h / 20 °C
3: 54 percent / bromine / CH2Cl2 / -15 °C
4: 94 percent / tert-BuOK; 18-crown-6 / hexane / 14 h / 20 - 65 °C
View Scheme
参考文献
Csuk, Rene; Niesen, Anja
Zeitschrift fur Naturforschung - Section B Journal of Chemical Sciences, 2004 , vol. 59, # 8 p. 934 - 942
反应条件
1: 98 percent / tert-BuOK; 18-crown-6 / hexane / 24 h
2: 54 percent / bromine / CH2Cl2 / -15 °C
3: 94 percent / tert-BuOK; 18-crown-6 / hexane / 14 h / 20 - 65 °C
View Scheme
参考文献
Csuk, Rene; Niesen, Anja
Zeitschrift fur Naturforschung - Section B Journal of Chemical Sciences, 2004 , vol. 59, # 8 p. 934 - 942
反应条件
1: 72 percent / hydrochloric acid / H2O; octane; heptane / 20 h / 87 °C
2: 79 percent / hydrochloric acid / H2O / 20 °C
3: 81 percent / N,N-dimethyl-acetamide / -4 - 20 °C
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参考文献
Karpinska; Lewandowska; Grodner
Polish Journal of Chemistry, 2004 , vol. 78, # 7 p. 937 - 942
反应条件
1: 1.) LiNH2, liquid NH3 / 1.) -33 deg C, 2 h, 2.) THF, -33 deg C, 0.5 h
2: 90 percent / NaNH2, 1,3-diaminopropane / 2.5 h / 80 °C
3: 96 percent / PTS / CHCl3 / 6 h / Ambient temperature
View Scheme
参考文献
Rao, A. V. Rama; Ravichandran, K.; Reddy, N. Laxma
Synthetic Communications, 1984 , vol. 14, # 8 p. 779 - 786
反应条件
1: 88.7 percent / PPTS / CH2Cl2 / 4 h / Ambient temperature
2: 1.) diborane, 2.) PCC, sodium acetate / 1) THF, 0 deg C (2 h), RT (2 h); 2) CH2Cl2, reflux, 4 h
3: 78.8 percent / CH2Cl2 / 26 h
4: 47 percent / Li-Hg / diethyl ether / 20 h / Ambient temperature
View Scheme
参考文献
Ranganathan, S.; Maniktala, V.; Kumar, Raaj
Synthetic Communications, 1982 , vol. 12, # 12 p. 959 - 966
反应条件
1: 95.4 percent / LAH / diethyl ether / 2 h
2: 88.7 percent / PPTS / CH2Cl2 / 4 h / Ambient temperature
3: 1.) diborane, 2.) PCC, sodium acetate / 1) THF, 0 deg C (2 h), RT (2 h); 2) CH2Cl2, reflux, 4 h
4: 78.8 percent / CH2Cl2 / 26 h
5: 47 percent / Li-Hg / diethyl ether / 20 h / Ambient temperature
View Scheme
参考文献
Ranganathan, S.; Maniktala, V.; Kumar, Raaj
Synthetic Communications, 1982 , vol. 12, # 12 p. 959 - 966
反应条件
1: 78.8 percent / CH2Cl2 / 26 h
2: 47 percent / Li-Hg / diethyl ether / 20 h / Ambient temperature
View Scheme
参考文献
Ranganathan, S.; Maniktala, V.; Kumar, Raaj
Synthetic Communications, 1982 , vol. 12, # 12 p. 959 - 966
反应条件
1: 1.) diborane, 2.) PCC, sodium acetate / 1) THF, 0 deg C (2 h), RT (2 h); 2) CH2Cl2, reflux, 4 h
2: 78.8 percent / CH2Cl2 / 26 h
3: 47 percent / Li-Hg / diethyl ether / 20 h / Ambient temperature
View Scheme
参考文献
Ranganathan, S.; Maniktala, V.; Kumar, Raaj
Synthetic Communications, 1982 , vol. 12, # 12 p. 959 - 966
