2-(2-溴苯基)-2-丙醇合成路线 （共 41 条）
反应条件
1.1: sodium acetate; tetrabutylammomium bromide / palladium diacetate / toluene; 1-methyl-pyrrolidin-2-one / 120 °C / Inert atmosphere 2.1: 1H-imidazole / tetrahydrofuran / 20 °C 3.1: benzo[1,3,2]dioxaborole; (R)-(+)-o-tolyl-CBS-oxazaborolidine / dichloromethane / -50 - -40 °C / Inert atmosphere 4.1: triethylamine / dichloromethane / 0.5 h / 0 - 5 °C 5.1: 1-methyl-pyrrolidin-2-one / 0 - 20 °C / Inert atmosphere 6.1: sodium hydroxide; water / 2-methyl tetrahydrofuran; methanol / 2 h / 70 - 80 °C / Inert atmosphere 6.2: 20 °C View Scheme
参考文献
RICHTER GEDEON NYRT.; BODI, Jozsef; FARAGO, Janos; SZOeKE, Katalin; UJVARI, Viktor; TEMESVARI, Krisztina; ARANYI, Antal; SANTA, Zsuzsanna; NAGY, Melinda Magdolna
Patent: WO2012/20271 A1, 2012 ;
反应条件
1.1: toluene-4-sulfonic acid; hydroquinone / benzene / Reflux; Azeotropic water removal 2.1: dimethylsulfide borane complex / tetrahydrofuran / 2 h / 0 - 20 °C / Inert atmosphere 2.2: 1 h / 20 - 40 °C 2.3: 20 - 30 °C 3.1: Pseudomonas cepacia lipase / tert-butyl methyl ether / 20 °C / Enzymatic reaction 4.1: palladium 10 on activated carbon; hydrogen / methanol View Scheme
参考文献
Serra, Stefano
Tetrahedron Asymmetry, 2011 , vol. 22, # 6 p. 619 - 628
反应条件
1.1: sodium acetate; tetrabutylammomium bromide / palladium diacetate / toluene; 1-methyl-pyrrolidin-2-one / 120 °C / Inert atmosphere 2.1: 1H-imidazole / tetrahydrofuran / 20 °C 3.1: benzo[1,3,2]dioxaborole; (R)-(+)-o-tolyl-CBS-oxazaborolidine / dichloromethane / -50 - -40 °C / Inert atmosphere 4.1: triethylamine / dichloromethane / 0.5 h / 0 - 5 °C 5.1: 1-methyl-pyrrolidin-2-one / 0 - 20 °C / Inert atmosphere 6.1: sodium hydroxide; water / 2-methyl tetrahydrofuran; methanol / 2 h / 70 - 80 °C / Inert atmosphere 6.2: 20 °C 7.1: potassium dihydrogenphosphate / dichloromethane; water / 0.25 h / 20 °C 7.2: 0.25 h View Scheme
参考文献
RICHTER GEDEON NYRT.; BODI, Jozsef; FARAGO, Janos; SZOeKE, Katalin; UJVARI, Viktor; TEMESVARI, Krisztina; ARANYI, Antal; SANTA, Zsuzsanna; NAGY, Melinda Magdolna
Patent: WO2012/20271 A1, 2012 ;
反应条件
1: 84 percent / sulfuric acid / acetic acid / 24 h / 20 - 45 °C 2: 97 percent / sodium hydroxide / H2O / 24 h / Heating View Scheme
参考文献
Toyota, Shinji; Asakura, Mitsuhiro; Futawaka, Tadahiro; Oki, Michinori
Bulletin of the Chemical Society of Japan, 1999 , vol. 72, # 8 p. 1879 - 1885
反应条件
1: in tetrahydrofuran; diethyl ether
T=2 - 15°C; 19.5 h;
2: With hydrogenchloride in tetrahydrofuran; diethyl ether; water
T=0 - 15°C; 2 h; Product distribution / selectivity;
参考文献
Player, Mark R.; Dax, Scott L.; Parsons, William H.; Brandt, Michael Richard; Calvo, Raul R.; Patel, Sharmila; Liu, Jian; Cheung, Wing S.; Jetter, Michele C.; Lee, Yu-Kai; Youngman, Mark A.; Pan, Wenxi; Weils, Kenneth M.; Beauchamp, Derek A.
Patent: US2007/259936 A1, 2007 ;
Location in patent: Page/Page column 171-172 ;
US 20070259936 A1
反应条件
1: in tetrahydrofuran
T=20°C; 19 h;
2: With hydrogenchloride in tetrahydrofuran; water
参考文献
PFIZER JAPAN INC.; HASHIZUME, Yoshinobu; PFIZER INC.
Patent: WO2005/92858 A2, 2005 ;
Location in patent: Page/Page column 141 ;
WO 2005/092858 A2
反应条件
1: in tetrahydrofuran; 2-methyl tetrahydrofuran
T=20°C; Cooling with ice;
2: With hydrogenchloride in tetrahydrofuran; 2-methyl tetrahydrofuran; water
T=0°C; pH=6; Product distribution / selectivity;
参考文献
ANACOR PHARMACEUTICALS, INC.; CHEN, Daitao; ORR, Matthew; SLIGAR, Jessica; JACOBS, Robert; PLATTNER, Jacob, J.
Patent: WO2011/19618 A1, 2011 ;
Location in patent: Page/Page column 137-138 ;
反应条件
1: in diethyl ether
T=0 - 20°C; 3.5 h; Inert atmosphere;
2: With ammonium chloride in diethyl ether; water
Cooling with ice;
参考文献
Serra, Stefano
Tetrahedron Asymmetry, 2011 , vol. 22, # 6 p. 619 - 628
反应条件
1: methyl iodide With iodine; magnesium in diethyl ether
Inert atmosphere;
2: methyl 2-bromo-benzoate in diethyl ether
T=-10°C; Grignard reaction; 3 h; Inert atmosphere;
3: With ammonium chloride in diethyl ether; water
Inert atmosphere;
参考文献
Mahendar, Lodi; Krishna, Jonnada; Gopi Krishna Reddy, Alavala; Venkat Ramulu, Bokka; Satyanarayana, Gedu
Organic Letters, 2012 , vol. 14, # 2 p. 628 - 631
反应条件
1: methyl iodide With iodine; magnesium in diethyl ether
Inert atmosphere;
2: 2'-bromoacetophenone in diethyl ether
T=-10°C; Grignard reaction; 3 h; Inert atmosphere;
3: With ammonium chloride in diethyl ether; water
Inert atmosphere;
参考文献
Mahendar, Lodi; Krishna, Jonnada; Gopi Krishna Reddy, Alavala; Venkat Ramulu, Bokka; Satyanarayana, Gedu
Organic Letters, 2012 , vol. 14, # 2 p. 628 - 631
