3,5-二羟基苯甲酸甲酯合成路线 （共 124 条）
反应条件
Yield given. Multistep reaction. Yields of byproduct given;
参考文献
Tetrahedron, , vol. 39, # 24 p. 4189 - 4192
参考文献
Monatshefte fuer Chemie, , vol. 29, p. 663
反应条件
1: 94 percent / imidazole / dimethylformamide / 24 h / Ambient temperature 2: 95 percent / lithium aluminium hydride / diethyl ether / 1.) 30 min 2.) reflux, 1 h 3: 86 percent / Ph3P / CCl4 / 2 h / 75 - 80 °C 4: 83 percent / xylene / 10 h / Heating 5: 1.) n-BuLi / 1.) benzene, 30 min 2.) benzene, 4 h 6: 40percent aq. HF / acetonitrile / 4 h / Ambient temperature View Scheme
参考文献
Cardona, Luz; Fernandez, Isabel; Garcia, Begona; Pedro, Jose R.
Tetrahedron, 1986 , vol. 42, # 10 p. 2725 - 2730
反应条件
potassium carbonate in acetone
参考文献
Kaptein; Wang-Griffin; Barf; Kellogg
Journal of the Chemical Society - Series Chemical Communications, 1987 , vol. No. 19, p. 1457 - 1459
反应条件
1: 65 percent / aluminium chloride, HCl / diethyl ether / 5 h / Ambient temperature 2: 70 percent / H2O2, NaOH View Scheme
参考文献
Rao, Rama A. V.; Sreenivasan, N.; Reddy, Reddepa D.; Deshpande V. H.
Tetrahedron Letters, 1987 , vol. 28, # 4 p. 455 - 458
反应条件
1: 1H-imidazole / N,N-dimethyl-formamide / 48 h / 20 °C 2: lithium aluminium tetrahydride / tetrahydrofuran / 20 h / 20 °C 3: PDC / dichloromethane / 20 h / 20 °C 4: sodium hydride / tetrahydrofuran / 18 h / 0 - 20 °C 5: tetrabutyl ammonium fluoride / tetrahydrofuran / 1 h / 20 °C View Scheme
参考文献
Tetrahedron Letters, , vol. 54, # 16 p. 2093 - 2096
反应条件
1.1: 97.5 percent / imidazole / dimethylformamide / 21 h / 20 °C 2.1: 88.7 percent / LiAlH4 / tetrahydrofuran / 20 h / 0 °C 3.1: 61 percent / p-TsCl; Et3N; 4-dimethylaminopyridine / CH2Cl2 / 12 h / 20 °C 4.1: 86.1 percent / NaI / 6 h / 135 °C 5.1: NaH / tetrahydrofuran / 2 h / -55 - 0 °C 5.2: 50.8 percent / tetrahydrofuran / 24 h / -55 - 0 °C 6.1: 79 percent / hydrochloric acid / ethanol / 26 h / 20 °C View Scheme
参考文献
Thakkar, Kshitij; Geahlen, Robert L.; Cushman, Mark
Journal of Medicinal Chemistry, 1993 , vol. 36, # 20 p. 2950 - 2955
反应条件
caesium carbonate in acetonitrile T=85°C; 12 h; Heating / reflux;
参考文献
BRISTOL-MYERS SQUIBB COMPANY
Patent: WO2008/154563 A1, 2008 ;
Location in patent: Page/Page column 72-73 ;
WO 2008/154563 A1
反应条件
potassium carbonate in N,N-dimethyl-formamide T=80°C; 16 h;
参考文献
Frederickson, Martyn; Callaghan, Owen; Chessari, Gianni; Congreve, Miles; Cowan, Suzanna R.; Matthews, Julia E.; McMenamin, Rachel; Smith, Donna-Michelle; Vinkovic, Mladen; Wallis, Nicola G.
Journal of Medicinal Chemistry, 2008 , vol. 51, # 2 p. 183 - 186
反应条件
1H-imidazole in N,N-dimethyl-formamide
参考文献
Freeman; Chrisstoffels; Frechet
Journal of Organic Chemistry, 2000 , vol. 65, # 22 p. 7612 - 7617
