1-溴-4-叔丁基二甲基硅烷氧甲基苯合成路线 (共 23 条)
反应条件
1: (4-bromo-benzyloxy)-tert-butyl-dimethyl-silane With n-butyllithium in tetrahydrofuran; hexane T=-70°C; 0.5 h; 2: N,N-dimethyl-formamide in tetrahydrofuran; hexane T=-70 - -5°C; 4 h;
参考文献
KATHOLIEKE UNIVERSITEIT LEUVEN; BARDIOT, Dorothée; CARLENS, Gunter; DALLMEIER, Kai; KAPTEIN, Suzanne; McNAUGHTON, Michael; MARCHAND, Arnaud; NEYTS, Johan; SMETS, Wim
Patent: WO2013/45516 A1, 2013 ;
Location in patent: Page/Page column 180 ;
反应条件
1.1: n-butyllithium / tetrahydrofuran; hexane / 2 h / -78 °C / Inert atmosphere 1.2: -78 - 20 °C / Inert atmosphere 2.1: palladium 10 on activated carbon / 0.08 h / 20 °C / Inert atmosphere 3.1: water; dihydrogen peroxide; potassium hydrogencarbonate / tetrahydrofuran; methanol / 3 h / 20 °C View Scheme
参考文献
Rayment, Elizabeth J.; Summerhill, Nick; Anderson, Edward A.
Journal of Organic Chemistry, 2012 , vol. 77, # 16 p. 7052 - 7060
反应条件
1: With n-butyllithium in tetrahydrofuran; hexane T=-78°C; 1 h; 2: With boric acid trimethyl ester in tetrahydrofuran; hexane T=-78 - 20°C; 17 h; Further stages.;
参考文献
Ashton, Peter R.; Ballardini, Roberto; Balzani, Vincenzo; Credi, Alberto; Dress, Klaus Ruprecht; Ishow, Elena; Kleverlaan, Cornelis J.; Kocian, Oldrich; Preece, Jon A.; Spencer, Neil; Stoddart, J. Fraser; Venturi, Margherita; Wenger, Sabine
Chemistry - A European Journal, 2000 , vol. 6, # 19 p. 3558 - 3574
反应条件
n-Bu4NF; (Ph3P)4Pd; zinc(II) chloride in tetrahydrofuran
参考文献
Burns, Christopher J.; Dankulich, William P.; McGarry, Daniel G.; Volz, Francis A.
Patent: US2002/193410 A1, 2002 ;
US 20020193410 A1
反应条件
1.1: Mg / tetrahydrofuran
1.2: 64 percent / Ni(dppp)Cl2
2.1: 75 percent / HBr / acetic acid / 1 h / 5 °C
View Scheme
参考文献
Naudin, Eric; Ho, Hoang Anh; Bonin, Marc-Andre; Breau, Livain; Belanger, Daniel
Macromolecules, 2002 , vol. 35, # 13 p. 4983 - 4987
反应条件
1.1: magnesium / tetrahydrofuran / 2 h / Heating
1.2: 67 percent Turnov. / NiCl2(dppe) / tetrahydrofuran / 3 h / Heating
2.1: 94 percent / tetrabutylammonium fluoride hydrate / tetrahydrofuran / 0.75 h / 25 °C
View Scheme
参考文献
Naudin, Eric; Ho, Hoang Anh; Bonin, Marc-Andre; Breau, Livain; Belanger, Daniel
Macromolecules, 2002 , vol. 35, # 13 p. 4983 - 4987
反应条件
1.1: Mg / tetrahydrofuran / Heating
1.2: 89 percent / CuI / tetrahydrofuran / -60 °C
2.1: 89 percent / DMP / CH2Cl2 / 20 °C
3.1: 99 percent / H2SO4 / methanol / 20 °C
View Scheme
参考文献
Sasaki, Shigeru; Yamauchi, Takayasu; Kubo, Hajime; Kanai, Masatomi; Ishii, Akihiro; Higashiyama, Kimio
Tetrahedron Letters, 2005 , vol. 46, # 9 p. 1497 - 1500
反应条件
1.1: Mg / tetrahydrofuran
1.2: 66 percent / Ni(dppp)Cl2
2.1: 72 percent / HBr / acetic acid / 1 h / 5 °C
View Scheme
参考文献
Touaibia, Mohamed; Desjardins, Marc-Andre; Provencal, Alexandre; Audet, Daniel; Medard, Christelle; Morin, Mario; Breau, Livain
Synthesis, 2004 , # 14 p. 2283 - 2288
反应条件
n-butyllithium in tetrahydrofuran; hexane
T=-74°C; 1.25 h;
参考文献
Fishwick, Colin W. G.; Sanderson, John M.; Findlay, John B. C.
Tetrahedron Letters, 1994 , vol. 35, # 26 p. 4611 - 4614
反应条件
1: (4-bromo-benzyloxy)-tert-butyl-dimethyl-silane With n-butyllithium in tetrahydrofuran
T=-30°C;
2: N-(trifluoroacetyl)piperidine in tetrahydrofuran
T=-50°C;
参考文献
Wiegand, Michaela; Lindhorst, Thisbe K.
European Journal of Organic Chemistry, 2006 , # 21 p. 4841 - 4851