4-(苯基甲基)-苯甲酸乙酯合成路线 (共 20 条)
反应条件
1: 4-benzyl-benzoic acid With oxalyl dichloride in dichloromethane T=20°C; 3 h; 2: ethanol With triethylamine T=20°C; 16 h;
参考文献
DECODE CHEMISTRY, INC.
Patent: US2007/66820 A1, 2007 ;
Location in patent: Page/Page column 81 ;
US 20070066820 A1
反应条件
1: benzyl bromide With zinc in tetrahydrofuran T=0°C; 2 h; 2: ethyl 4-hydroxybenzoate O-trifalte With 1,1'-bis-(diphenylphosphino)ferrocene; tetra-(n-butyl)ammonium iodide; bis(dibenzylideneacetone) palladium in tetrahydrofuran; 1-methyl-pyrrolidin-2-one T=60°C; 4 h; Further stages.;
参考文献
Piber, Michael; Jensen, Anne Eeg; Rottlaender, Mario; Knochel, Paul
Organic Letters, 1999 , vol. 1, # 9 p. 1323 - 1326
反应条件
N,N,N',N,-tetramethylethylenediamine; mono(bis(di-tert-butyl(4-(dimethylamino)phenyl)phosphonio)palladium(II))dichloride; zinc in water T=20°C; 8 h; Inert atmosphere;
参考文献
Duplais, Christophe; Krasovskiy, Arkady; Wattenberg, Alina; Lipshutz, Bruce H.
Chemical Communications, 2010 , vol. 46, # 4 p. 562 - 564
反应条件
N,N,N',N,-tetramethylethylenediamine; mono(bis(di-tert-butyl(4-(dimethylamino)phenyl)phosphonio)palladium(II))dichloride; zinc in water T=20°C; 8 h; Inert atmosphere;
参考文献
Duplais, Christophe; Krasovskiy, Arkady; Wattenberg, Alina; Lipshutz, Bruce H.
Chemical Communications, 2010 , vol. 46, # 4 p. 562 - 564
反应条件
1: benzyl bromide With manganese in tetrahydrofuran T=20°C; Metallation; 0.333333 h; 2: 4-iodobenzoic acid ethyl ester With tetrakis(triphenylphosphine) palladium(0) in tetrahydrofuran T=20°C; Substitution;
参考文献
Kim, Seung-Hoi; Rieke, Reuben D.
Journal of Organic Chemistry, 2000 , vol. 65, # 8 p. 2322 - 2330
反应条件
[bdmim][BF4]; 1-butyl-2-(diphenylphosphanyl)-3-methylimidazolium hexafluorophosphate; bis(dibenzylideneacetone)-palladium(0) in tetrahydrofuran; toluene T=20°C; Substitution; Negishi cross-coupling reaction; 18 h;
参考文献
Sirieix; Ossberger; Betzemeier; Knochel
Synlett, 2000 , # 11 p. 1613 - 1615
反应条件
1: Merrifield resin-CH2O(CH2)4S-CH2C6H4-C(O)OEt-4 With triethyloxonium tetra-fluoroborate in dichloromethane T=20°C; Solid phase reaction; Alkylation the sulfur atom; 8 h; 2: 3,4,5-trimethoxyphenylboronic acid With potassium carbonate; [1,1'-bis(diphenylphosphino)ferrocene]dichloropalladium(II) in tetrahydrofuran T=60°C; Arylation; Cleavage from the resin; 14 h;
参考文献
Vanier, Cecile; Lorge, Franz; Wagner, Alain; Mioskowski, Charles
Angewandte Chemie (International Edition in English), 2000 , vol. 39, # 9 p. X1679-1683
反应条件
N,N,N',N,-tetramethylethylenediamine; mono(bis(di-tert-butyl(4-(dimethylamino)phenyl)phosphonio)palladium(II))dichloride; zinc in water T=20°C; 8 h; Inert atmosphere;
参考文献
Duplais, Christophe; Krasovskiy, Arkady; Wattenberg, Alina; Lipshutz, Bruce H.
Chemical Communications, 2010 , vol. 46, # 4 p. 562 - 564
反应条件
dicyclohexyl(2′,6′-dimethoxybiphenyl-2-yl)phosphine; palladium diacetate; potassium phosphate in tetrahydrofuran; N,N-dimethyl-formamide T=60°C; Suzuki-Miyaura reaction; 2 h;
参考文献
Flaherty, Alice; Trunkfield, Amy; Barton, William
Organic Letters, 2005 , vol. 7, # 22 p. 4975 - 4978
反应条件
1: 4-iodobenzoic acid ethyl ester With isopropylmagnesium chloride in tetrahydrofuran; ethylene glycol dimethyl ether T=-20°C; 0.333333 h; 2: With copper(l) chloride; triethyl phosphite in tetrahydrofuran; ethylene glycol dimethyl ether T=-15°C; 0.166667 h; 3: BnOP(O)(OEt)2 With tetra-(n-butyl)ammonium iodide in tetrahydrofuran; ethylene glycol dimethyl ether T=60°C; 1.5 h;
参考文献
Kofink, Christiane C.; Knochel, Paul
Organic Letters, 2006 , vol. 8, # 18 p. 4121 - 4124