3-(3-甲氧基苯基)-1-丙醇合成路线 （共 22 条）
反应条件
1: 66 percent / PBr3 / benzene / 5 h / Ambient temperature 2: 1) NaH / 1.) DMF, 40-50 deg C, 30 min, 2.) DMF, r.t., 3 h 3: 68 percent / KOH / H2O; ethane-1,2-diol / 24 h / Heating 4: 65 percent / PPA / 0.5 h / 85 °C 5: 93 percent / KBH4 / methanol / 3 h / Ambient temperature 6: 40 percent / AlCl3 / benzene; hexane / 72 h / Ambient temperature 7: 80 percent / K2CO3 / acetone / 24 h / Heating View Scheme
参考文献
Sangwan, Naresh K.; Prasad, Mohan; Rastogi, Shri Nivas; Jehan, Qaiser; Setty, B. S.
Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, 1986 , vol. 25, p. 832 - 837
反应条件
1: HBr 4: n-Bu4NF / hexamethylphosphoric acid triamide / 2 h / 40 °C 5: 1 M HCl / acetone / 1.5 h / Ambient temperature 6: 30 percent / 0.5 M Na2CO3, 0.5 M K3Fe(CN)6 / 3 h at 0 deg C, then 14 h at 25 deg C View Scheme
参考文献
Leboff, A.; Carbonelle, A.-C.; Alazard, J.-P.; Thal, C.; Kende, A. S.
Tetrahedron Letters, 1987 , vol. 28, # 36 p. 4163 - 4164
反应条件
1: 64 percent / chromium trioxide, pyridine / CH2Cl2 / 0.25 h / Ambient temperature 2: 33 percent / HCl gas / CHCl3 / 5 h 3: 74 percent / BuLi / tetrahydrofuran / 0.5 h / 0 °C 4: 59 percent / AgOTf / CH2Cl2 / 20 h / Ambient temperature View Scheme
参考文献
Manas, Abdul Rahman Bin; Smith, Robin A. J.
Tetrahedron, 1987 , vol. 43, # 8 p. 1847 - 1856
反应条件
Dess-Martin periodane; trifluoroacetic acid in dichloromethane T=0 - 20°C; 20 h;
参考文献
ASTRAZENECA AB; NPS PHARMACEUTICALS, INC.
Patent: WO2005/44266 A1, 2005 ;
Location in patent: Page/Page column 14; 15 ;
WO 2005/044266 A1
反应条件
1: N.N-dimethyl-aniline; chloroform; SOCl2 2: acetone; NaI 3: aqueous ethanol 4: aqueous methanol. KOH-solution View Scheme
参考文献
Robinson; Schlittler
Journal of the Chemical Society, 1935 , p. 1288,1289
反应条件
1: 44 percent / red P, resublimed iodine / 5 h / 145 - 150 °C 2: 1.9 g / dilithium tetrachlorocuprate / tetrahydrofuran / 2 h / 0 °C 4: 89 percent / BuLi / tetrahydrofuran / 0.25 h / 0 °C 5: 59 percent / AgOTf / CH2Cl2 / 17 h / Ambient temperature View Scheme
参考文献
Tetrahedron, , vol. 43, # 8 p. 1847 - 1856
反应条件
1: 44 percent / red P, resublimed iodine / 5 h / 145 - 150 °C 2: 62 percent / BuLi / tetrahydrofuran; hexamethylphosphoric acid triamide / 1.) 3 h, 0 deg C; 2.) room temp., 2 h 3: 78 percent / DMTSF / CH2Cl2 / 0.25 h / Ambient temperature; effect of various Lewis acids on cyclization followed hydrolyzis View Scheme
参考文献
Leboff, A.; Carbonelle, A.-C.; Alazard, J.-P.; Thal, C.; Kende, A. S.
Tetrahedron Letters, 1987 , vol. 28, # 36 p. 4163 - 4164
反应条件
lithium aluminium tetrahydride in tetrahydrofuran
0.666667 h; Heating;
参考文献
F. HOFFMANN-LA ROCHE AG; GILLESPIE, Paul; MICHOUD, Christophe; RUPERT, Kenneth Carey; THAKKAR, Kshitij Chhabilbhai; YI, Lin
Patent: WO2012/123467 A1, 2012 ;
Location in patent: Page/Page column 23 ;
反应条件
lithium aluminium tetrahydride in tetrahydrofuran
T=20°C;
参考文献
Browder, Cindy C.; Marmsaeter, Fredrik P.; West
Canadian Journal of Chemistry, 2004 , vol. 82, # 2 p. 375 - 385
反应条件
hydrogenchloride in tetrahydrofuran; water
参考文献
Abbott Laboratories
Patent: US4618683 A1, 1986 ;
US 4618683 A
