(1-羟环己基)(4-甲氧基苯基)乙腈合成路线 (共 24 条)
反应条件
1: (4-methoxy-phenyl)-acetonitrile With sodium hydroxide; polyethylene glycol in water T=0 - 5°C; 2 h; 2: cyclohexanone With sodium hydroxide in water T=0 - 20°C; 13.5 h;
参考文献
UNICHEM LABORATORIES LIMITED
Patent: WO2007/94008 A2, 2007 ;
Location in patent: Page/Page column 7 ;
反应条件
sodium hydroxide; tetra(n-butyl)ammonium hydrogensulfate in methanol T=25 - 30°C; 6 h;
参考文献
Mantelingu; Kavitha; Rangappa; Naveen; Sridhar; Prasad, J. Shashidhara
Molecular Crystals and Liquid Crystals, 2007 , vol. 469, # 1 p. 121 - 129
反应条件
1: 2-methoxy 5-cyanobenzene With lithium diisopropyl amide in tetrahydrofuran T=-78 - -65°C; 0.5 h; 2: cyclohexanone in tetrahydrofuran T=-78 - -65°C; 2 h;
参考文献
KANDULA, Mahesh
Patent: WO2013/167990 A1, 2013 ;
Location in patent: Paragraph 0094; 0095 ;
反应条件
hydrogenchloride; n-butyllithium; diisopropylamine in hexane; water; cyclohexanone; toluene
参考文献
John Wyeth and Bro., Limited
Patent: US5043466 A1, 1991 ;
反应条件
lithium diisopropyl amide in tetrahydrofuran; cyclohexanone
参考文献
Sepracor Inc.
Patent: US2004/106576 A1, 2004 ;
反应条件
sodium hydroxide; tetrabutylammomium bromide in methanol T=25 - 30°C; 15 h;
参考文献
Basappa; Kavitha; Rangappa
Bioorganic and Medicinal Chemistry Letters, 2004 , vol. 14, # 12 p. 3279 - 3281
反应条件
1: With sodium tetrahydroborate; boron trifluoride diethyl etherate in tetrahydrofuran T=0 - 5°C; 1 - 1.5 h; 2: (1-hydroxy-cyclohexyl)-(4-methoxy-phenyl)-acetonitrile in tetrahydrofuran T=0 - 40°C; 5 - 6.5 h; 3: formaldehyd; formic acid With hydrogenchloride Product distribution / selectivity; more than 3 stages;
参考文献
TEVA PHARMACEUTICAL INDUSTRIES LTD.; TEVA PHARMACEUTICALS USA, INC.
Patent: WO2007/47972 A2, 2007 ;
Location in patent: Page/Page column 16; 17 ;
反应条件
1: hydrogen / 3 h / 55 °C / 7500.75 - 9000.9 Torr / Large scale reaction 2: formic acid / water / 22 h / 100 °C / Large scale reaction 3: hydrogenchloride / water; isopropyl alcohol; toluene / 2 h / 0 - 5 °C / pH 3 - 4.5 / Large scale reaction View Scheme
参考文献
Saravanan, Mohanarangam; Satyanarayana, Bollikonda; Reddy, Padi Pratap
Organic Process Research and Development, 2011 , vol. 15, # 6 p. 1392 - 1395
反应条件
lithium aluminium tetrahydride; aluminium trichloride
参考文献
Chavan, Subhash P.; Khobragade, Dushant A.; Kamat, Subhash K.; Sivadasan, Latha; Balakrishnan, Kamalam; Ravindranathan; Gurjar, Mukund K.; Kalkote, Uttam R.
Tetrahedron Letters, 2004 , vol. 45, # 39 p. 7291 - 7295
反应条件
hydrogenchloride; sodium borohydride in methanol; water; ethyl acetate
参考文献
Sepracor Inc.
Patent: US2004/106576 A1, 2004 ;