3',4',5'-三甲氧基苯乙酮合成路线 (共 90 条)
反应条件
1: 1) NEt3, TiCl4, 2) H2, Raney nickel / 1) cyclohexane, CH2Cl2, 2) EtOH, 5 bar, RT, 24h 2: H2, ammonium formate / 10percent Pd-C / methanol / Heating View Scheme
参考文献
Bringmann, Gerhard; Geisler, Joerg-Peter; Geuder, Torsten; Kuenkel, Georg; Kinzinger Lioba
Liebigs Annalen der Chemie, 1990 , # 8 p. 795 - 805
反应条件
1.1: toluene-4-sulfonic acid / benzene / |Inert atmosphere; |Reflux; |Dean-Stark 2.1: 9-bora-bicyclo[3.3.1]nonane / toluene / 18 h / |Inert atmosphere; |Reflux 2.2: 2 h / 20 °C / |Inert atmosphere; |Reflux 3.1: triethylamine / dichloromethane / 0 - 20 °C / |Inert atmosphere 4.1: sodium azide / N,N-dimethyl-formamide / 2 h / 90 °C / |Inert atmosphere 5.1: lithium aluminium tetrahydride / diethyl ether / 0.5 h / |Inert atmosphere View Scheme
参考文献
Soderquist, John A.; Kock, Iveliz; Estrella, Maria E.
Organic Process Research and Development, 2006 , vol. 10, # 5 p. 1076 - 1079
参考文献
Kyowa Hakko Kogyo Co., Ltd.
Patent: US5952355 A1, 1999 ;
反应条件
sodium methylate in tetrahydrofuran
T=20°C; 8 h;
参考文献
Kamal, Ahmed; Tamboli, Jaki R.; Nayak, V. Lakshma; Adil; Vishnuvardhan; Ramakrishna
Bioorganic and Medicinal Chemistry Letters, 2013 , vol. 23, # 11 p. 3208 - 3215
反应条件
1: potassium hydroxide / ethanol; water / 2.5 h / Reflux
2: iodine / 1.5 h / 100 - 110 °C / Neat (no solvent)
View Scheme
参考文献
Sashidhara, Koneni V.; Kumar, Manoj; Kumar, Abdhesh
Tetrahedron Letters, 2012 , vol. 53, # 18 p. 2355 - 2359
反应条件
1: 1) lithium hexamethyldisilylamide / 1) THF, -78 deg C, 30 min, 2) THF, -78 deg C, 1 h, then rt, 48 h
2: H2SO4, glacial acetic acid / 3 h / 95 - 100 °C
View Scheme
参考文献
Nagarathnam, Dhanapalan; Cushman, Mark
Tetrahedron, 1991 , vol. 47, # 28 p. 5071 - 5076
反应条件
1: 1) lithium hexamethyldisilylamide / 1) THF, -78 deg C, 30 min, 2) THF, -78 deg C, 1 h, then rt, 48 h
2: 88 percent / (n-Bu)4NF / tetrahydrofuran / 0.75 h / 0 °C
View Scheme
参考文献
Nagarathnam, Dhanapalan; Cushman, Mark
Tetrahedron, 1991 , vol. 47, # 28 p. 5071 - 5076
反应条件
sodium hydroxide in methanol; water
T=20°C;
参考文献
Lai, Chih-Ho; Rao, Yerra Koteswara; Fang, Shih-Hua; Sing, Yu-Ting; Tzeng, Yew-Min
Bioorganic and Medicinal Chemistry Letters, 2010 , vol. 20, # 18 p. 5462 - 5465
反应条件
1: KOH / ethanol / 0 °C
2: aq. H2O2; NaOH / 0 - 4 °C
View Scheme
参考文献
Bhat; Dhar; Puri; Saxena; Shanmugavel; Qazi
Bioorganic and Medicinal Chemistry Letters, 2005 , vol. 15, # 12 p. 3177 - 3180
反应条件
1: KOH / ethanol / 0 °C
2: aq. H2O2; NaOH / 0 - 4 °C
View Scheme
参考文献
Bhat; Dhar; Puri; Saxena; Shanmugavel; Qazi
Bioorganic and Medicinal Chemistry Letters, 2005 , vol. 15, # 12 p. 3177 - 3180