4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-十七氟十一酰氯合成路线 （共 10 条）
89373-67-14,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-十七氟十一酰氯
→
反应条件
1: 92 percent / diethyl ether / 2 h / Heating 2: 82 percent / LiAlH4 / diethyl ether / 48 h / Ambient temperature 3: 45 percent / 30percent H2O2 / acetic acid / 16 h / 80 °C View Scheme
参考文献
Nivet; Bernelin; Le Blanc; Riess
European Journal of Medicinal Chemistry, 1992 , vol. 27, # 9 p. 891 - 898
89373-67-14,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-十七氟十一酰氯
→
344580-04-72,2,2-三氟乙基4,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-十七氟十一烷酸酯
反应条件
pyridine; 4-(N,N-dimethlyamino)pyridine in tetrahydrofuran T=0 - 20°C;
参考文献
Hungerhoff, Benno; Sonnenschein, Helmut; Theil, Fritz
Journal of Organic Chemistry, 2002 , vol. 67, # 6 p. 1781 - 1785
89373-67-14,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-十七氟十一酰氯
→
142010-50-23,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-十七氟癸基异氰酸酯
反应条件
1: With sodium azide in water; acetone T=10 - 15°C; 2: in cyclohexane Curtius Rearrangement; Further stages.;
参考文献
Wathier; Polidori; Ruiz; Fabiano; Pucci
New Journal of Chemistry, 2001 , vol. 25, # 12 p. 1588 - 1599
→
89373-67-14,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-十七氟十一酰氯
反应条件
thionyl chloride
Heating;
参考文献
Nivet; Bernelin; Le Blanc; Riess
European Journal of Medicinal Chemistry, 1992 , vol. 27, # 9 p. 891 - 898
→
89373-67-14,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-十七氟十一酰氯
反应条件
1.1: 88 percent / Et3N / tetrahydrofuran / 10 h / Heating
2.1: 93 percent / LiBr / acetone / 7 h / Heating
3.1: Mg; I2 / tetrahydrofuran / 4 h / Heating
3.2: tetrahydrofuran / -6 - 24 °C
4.1: 84 percent / PCl5 / diethyl ether / 4 h / Heating
View Scheme
参考文献
Hungerhoff, Benno; Sonnenschein, Helmut; Theil, Fritz
Journal of Organic Chemistry, 2002 , vol. 67, # 6 p. 1781 - 1785
113823-56-63,3,4,4,5,5,6,6,7,7,8,8,9,9,10,10,10-十七氟癸基4-甲基苯磺酸酯
→
89373-67-14,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-十七氟十一酰氯
反应条件
1.1: 93 percent / LiBr / acetone / 7 h / Heating
2.1: Mg; I2 / tetrahydrofuran / 4 h / Heating
2.2: tetrahydrofuran / -6 - 24 °C
3.1: 84 percent / PCl5 / diethyl ether / 4 h / Heating
View Scheme
参考文献
Hungerhoff, Benno; Sonnenschein, Helmut; Theil, Fritz
Journal of Organic Chemistry, 2002 , vol. 67, # 6 p. 1781 - 1785
→
89373-67-14,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-十七氟十一酰氯
反应条件
1: 1-bromo-1,1,2,2-tetrahydroperfluorodecane With magnesium
2: carbon dioxide
3: With phosphorus pentachloride
参考文献
Hungerhoff, Benno; Sonnenschein, Helmut; Theil, Fritz
Angewandte Chemie - International Edition, 2001 , vol. 40, # 13 p. 2492 - 2494
→
89373-67-14,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-十七氟十一酰氯
反应条件
1.1: Mg; I2 / tetrahydrofuran / 4 h / Heating
1.2: tetrahydrofuran / -6 - 24 °C
2.1: 84 percent / PCl5 / diethyl ether / 4 h / Heating
View Scheme
参考文献
Hungerhoff, Benno; Sonnenschein, Helmut; Theil, Fritz
Journal of Organic Chemistry, 2002 , vol. 67, # 6 p. 1781 - 1785
→
89373-67-14,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-十七氟十一酰氯
反应条件
1: 82 percent / KMnO4; Bu4NHSO4 / H2O; toluene / 4 h / 70 °C
2: 70 percent / SOCl2 / 2 h / 100 °C
View Scheme
参考文献
Bayardon, Jerome; Sinou, Denis; Holczknecht, Orsolya; Mercs, Laszlo; Pozzi, Gianluca
Tetrahedron Asymmetry, 2005 , vol. 16, # 13 p. 2319 - 2327
2043-53-01,1,1,2,2,3,3,4,4,5,5,6,6,7,7,8,8-十七氟-10-碘庚烷
→
89373-67-14,4,5,5,6,6,7,7,8,8,9,9,10,10,11,11,11-十七氟十一酰氯
反应条件
1: 1.) Mg / 1.) Et2O, 35 deg C, 2 h, 2.) Et2O, 5-10 deg C, 15 min
2: 92 percent / PCl5 / 1.) RT, 0.5 h, 2.) 110 deg C, 3 h
View Scheme
参考文献
Jouani, A. M.; Szoenyi, F.; Cambon, A.
Journal of Fluorine Chemistry, 1992 , vol. 56, # 1 p. 85 - 92
