6-溴-3,4-亚甲基二氧苯甲醛合成路线 （共 110 条）
反应条件
1.1: methanol / 2.5 h / 60 °C / |Inert atmosphere 2.1: sodium tetrahydroborate / methanol / 0.5 h / 20 °C / |Inert atmosphere 3.1: hydrogenchloride; water / acetone / 0.17 h / 20 °C / |Inert atmosphere 4.1: sodium tetrahydroborate / ethanol / 0 °C 5.1: 1H-imidazole / N,N-dimethyl-formamide / 20 °C 6.1: bromine / dichloromethane / -78 °C 6.2: |Reflux 7.1: oxalyl dichloride / dichloromethane; dimethyl sulfoxide / 1 h / -78 °C / |Inert atmosphere 7.2: -78 °C / |Inert atmosphere; |Enzymatic reaction 8.1: tris-(dibenzylideneacetone)dipalladium(0); 2,2'-bis-(diphenylphosphino)-1,1'- binaphthyl; sodium t-butanolate / toluene / 100 °C / |Inert atmosphere View Scheme
参考文献
Liu, Dandan; Ai, Long; Li, Fan; Zhao, Annan; Chen, Jingbo; Zhang, Hongbin; Liu, Jianping
Organic and Biomolecular Chemistry, 2014 , vol. 12, # 20 p. 3191 - 3200
反应条件
sodium tetrahydroborate 1.) MeOH, reflux, 3 h, 2.) MeOH, 0 deg C, 30 min; Multistep reaction;
参考文献
Kita, Yasuyuki; Arisawa, Mitsuhiro; Gyoten, Michiyo; Nakajima, Makiko; Hamada, Ryuji; Tohma, Hirofumi; Takada, Takeshi
Journal of Organic Chemistry, 1998 , vol. 63, # 19 p. 6625 - 6633
反应条件
1: 46 g / sodium borohydride / ethanol / 1 h / Heating 2: 1) sodium hydride / 1) THF, room temp., 1 h; 2) room temp. View Scheme
参考文献
Khanapure, Subhash P.; Biehl, Edward R.
Journal of Organic Chemistry, 1990 , vol. 55, # 5 p. 1471 - 1475
反应条件
sodium methylate; copper dichloride in N,N-dimethyl-formamide T=100 - 105°C; 1.5 h;
参考文献
Journal of Organic Chemistry USSR (English Translation), , vol. 27, # 7 p. 1380 - 1381
Zhurnal Organicheskoi Khimii, , vol. 27, # 7 p. 1578 - 1579
反应条件
copper dichloride in N,N-dimethyl-formamide T=100 - 105°C; 1.5 h;
参考文献
Journal of Organic Chemistry USSR (English Translation), , vol. 27, # 7 p. 1380 - 1381
Zhurnal Organicheskoi Khimii, , vol. 27, # 7 p. 1578 - 1579
反应条件
1: 1.) n-BuLi / 1.) THF, 0 deg C, 1 h, 2.) benzene, RT, 2 h 2: 80 percent / Na2CO3, m-chloroperbenzoic acid / CH2Cl2 / 0 °C 3: 33 percent Spectr. / 1.) MgBr2, 2.) n-BuLi / tetrahydrofuran; diethyl ether / 1.) -78 deg C, 10 min, 2a.) -78 deg C, 15 min, 2b.) -78 deg C to 25 deg C, 50 min View Scheme
参考文献
Jung, Michael E.; Lam, Patrick Yuk-Sun; Mansuri, Muzzamil M.; Speltz, Laurine M.
Journal of Organic Chemistry, 1985 , vol. 50, # 7 p. 1087 - 1105
反应条件
potassium tert-butylate in methanol; dimethyl sulfoxide T=50°C; 0.5 h;
参考文献
Imakura; Okimoto; Konishi; Hisazumi; Yamazaki; Kobayashi; Yamashita
Chemical and Pharmaceutical Bulletin, 1992 , vol. 40, # 7 p. 1691 - 1696
反应条件
in methanol; dimethyl sulfoxide; N,N-dimethyl-formamide T=150°C; 3 h;
参考文献
Kobayashi, Shigeru; Okimoto, Kazuto; Imakura, Yasuhiro
Chemical & Pharmaceutical Bulletin, 1982 , vol. 30, # 5 p. 1567 - 1573
反应条件
sodium methylate in dimethyl sulfoxide T=150°C; 0.0194444 h;
参考文献
Chemical & Pharmaceutical Bulletin, , vol. 28, # 4 p. 1287 - 1293
反应条件
sodium methylate in N,N-dimethyl-formamide T=100 - 105°C; 1.5 h;
参考文献
Journal of Organic Chemistry USSR (English Translation), , vol. 27, # 7 p. 1380 - 1381
Zhurnal Organicheskoi Khimii, , vol. 27, # 7 p. 1578 - 1579
