6-溴-3,4-亚甲基二氧苯甲醛合成路线 （共 110 条）
反应条件
1: 94 percent / PPh3, Et3N / PdCl2(PhCN)2 / 2.5 h / Heating
2: 95 percent / 10 percent aq. KOH / methanol / 0.58 h / 25 °C
3: NH2OH*HCl, pyridine / ethanol / 36 h / 25 °C
4: 1,2-dimethoxy-ethane / 120 h / Heating
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参考文献
Grotjahn; Vollhardt
Synthesis, 1993 , # 6 p. 579 - 605
反应条件
Yield given. Multistep reaction;
参考文献
Sinhababu, Achintya K.; Borchardt, Ronald T.
Journal of Organic Chemistry, 1983 , vol. 48, # 14 p. 2356 - 2360
反应条件
1: aq. NaOH solution
2: benzene; hydrogen chloride
View Scheme
参考文献
Naik; Wheeler
Journal of the Chemical Society, 1938 , p. 1780,1782
反应条件
1: aq. NaOH solution
2: water; hydrobromic acid
View Scheme
参考文献
Naik; Wheeler
Journal of the Chemical Society, 1938 , p. 1780,1782
反应条件
1: aq. NaOH solution
2: benzene; hydrogen chloride
3: ethanol
View Scheme
参考文献
Naik; Wheeler
Journal of the Chemical Society, 1938 , p. 1780,1782
反应条件
1: 4.8 g / 2M NaOH, AgNO3 / H2O / 24 h / Ambient temperature
2: thionyl chloride / Heating
View Scheme
参考文献
Grimshaw, James; Hamilton, Robert; Trocha-Grimshaw, Jadwiga
Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1982 , p. 229 - 234
反应条件
1: 2.) NaBH4 / 1.) MeOH, reflux, 3 h, 2.) MeOH, 0 deg C, 30 min
2: pyridine / 1.5 h / 0 °C
3: 2 percent / PhI(COCF3)2 / various solvent(s) / 1.5 h / -40 °C
View Scheme
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: 94 percent / H3PO4, NaClO2, H2O2 / acetone; H2O / Ambient temperature
2: (COCl)2 / CH2Cl2 / 12 h / Ambient temperature
3: 85 percent / pyridine / benzene / 12 h / Heating
4: 84 percent / Cs2CO3 / tetrahydrofuran; dimethylformamide / 5 h / 80 °C
5: 80 percent / LiClO4 / diethyl ether / 36 h / 100 °C
6: 79 percent / bis(tributyltin) / benzene / 24 h / 80 °C / Irradiation
7: KOH / methanol / 2 h / Heating
8: copper bronze / quinoline / 2.5 h / 220 - 225 °C
View Scheme
参考文献
Iwao, Masatomo; Tekehara, Hirokazu; Obata, Shigeru; Watanabe, Mitsuaki
Heterocycles, 1994 , vol. 38, # 8 p. 1717 - 1720
反应条件
1: 25 percent / phenylmethanol; dimethylsulfoxide / 0.15 h / 150 °C
2: 77 percent / 2 percent NaOH / 1 h / 85 °C
View Scheme
参考文献
Kobayashi, Shigeru; Okimoto, Kazuto; Imakura, Yasuhiro
Chemical & Pharmaceutical Bulletin, 1982 , vol. 30, # 5 p. 1567 - 1573
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: 5 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
