3-烯丙基-2-羟基苯甲酸甲酯合成路线 （共 36 条）
反应条件
1: NaH / 1) 20 min at 0 deg C 2) reflux for 12 h 2: NaOH / 1) 1h reflux with NaOH 2) concentrated HCl 3: SOCl2 4: 1) ozone 2) dimethyl sulfide / 1) 3 in MeOH at -78 deg C 2) room temperature overnight 5: 57 percent / NaBH4 / ethanol / 3 h 6: 82 percent / NaH / tetrahydrofuran / 24.5 h / Heating 7: 49 percent / 4.5M HCl / H2O / 24 h / Heating View Scheme
参考文献
Journal of Organic Chemistry, , vol. 46, # 4 p. 783 - 788
反应条件
1: 1.) O3, 2.) (CH3)2S / 1.) MeOH, -60 deg C, 3.5 h, 2.) MeOH, 30 deg C, 10 min 2: 85percent H3PO4 / Ambient temperature 3: 91 percent / 85percent KOH / ethanol / 2 h / Heating View Scheme
参考文献
Eissenstat, Michael A.; Bell, Malcolm R.; D'Ambra, Thomas E.; Alexander, E. John; Daum, Sol J.; et al.
Journal of Medicinal Chemistry, 1995 , vol. 38, # 16 p. 3094 - 3105
参考文献
Claisen
Justus Liebigs Annalen der Chemie, 1919 , vol. 418, p. 102
参考文献
Claisen
Justus Liebigs Annalen der Chemie, 1919 , vol. 418, p. 102
反应条件
1.1: EtN-(i-Pr)2 / CH2Cl2 / 16 h / -78 - 20 °C 1.2: RhCl3 / ethanol / 3.5 h / Heating 2.1: t-BuOK / Pd(PPh3)4 / 1,2-dimethoxy-ethane; H2O / 17 h / Heating 2.2: second generation Grubbs catalyst / CH2Cl2 / 18 h / Heating View Scheme
参考文献
Walker, Edward R.; Leung, Shing Y.; Barrett, Anthony G.M.
Tetrahedron Letters, 2005 , vol. 46, # 38 p. 6537 - 6540
反应条件
1: NaH / 1) 20 min at 0 deg C 2) reflux for 12 h 2: NaOH / 1) 1h reflux with NaOH 2) concentrated HCl 3: SOCl2 4: 1) BF3*THF 2) NaOH, 30percent H2O2 / 2) at 55-60 deg C for 90 min 5: 88 percent / triethylamine / CH2Cl2 / 2.5 h / Ambient temperature 6: 95 percent / dimethylformamide / 2 h / 60 °C 7: 73 percent / hydrazine,water / 2-methyl-propan-2-ol / 3.5 h / Heating 8: 78 percent / lithium diisopropyl amid / tetrahydrofuran / 0.75 h 9: 61 percent / 4.5M HCl / H2O / 24 h / Heating View Scheme
参考文献
Meyers, A. I.; Reuman, Michael; Gabel, Richard A.
Journal of Organic Chemistry, 1981 , vol. 46, # 4 p. 783 - 788
反应条件
1: alcoholic KOH-solution 2: carbon disulfide; bromine / 0 °C 3: alcoholic KOH-solution View Scheme
参考文献
Adams; Rindfusz
Journal of the American Chemical Society, 1919 , vol. 41, p. 661
反应条件
1: aniline 2: methanolic KOH-solution View Scheme
参考文献
Claisen
Justus Liebigs Annalen der Chemie, 1919 , vol. 418, p. 102
反应条件
1: aniline 2: palladium; aqueous alcohol / Hydrogenation View Scheme
参考文献
Claisen
Justus Liebigs Annalen der Chemie, 1919 , vol. 418, p. 102
反应条件
1: SOCl2 / benzene / 3 h / Heating View Scheme
参考文献
Robertson, David W.; Lacefield, William B.; Bloomquist, William; Pfeifer, William; Simon, Richard L.; Cohen, Marlene L.
Journal of Medicinal Chemistry, 1992 , vol. 35, # 2 p. 310 - 319
