1-溴-3-甲基-2-丁烯合成路线 (共 689 条)
反应条件
1: N-(diphenylmethylene)-glycine ethyl ester With lithium diisopropyl amide in tetrahydrofuran; hexane
T=-78°C; 0.166667 h;
2: prenyl bromide in tetrahydrofuran; hexane
T=-78°C; 2 h;
3: With hydrogenchloride in tetrahydrofuran
参考文献
Conti, Paola; De Amici, Marco; Grazioso, Giovanni; Roda, Gabriella; Negra, Federico F. Barberis; Nielsen, Birgitte; Stensbol, Tine B.; Madsen, Ulf; Braeuner-Osborne, Hans; Frydenvang, Karla; De Sarro, Giovambattista; Toma, Lucio; De Micheli, Carlo
Journal of Medicinal Chemistry, 2004 , vol. 47, # 27 p. 6740 - 6748
反应条件
1: LDA, 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidone / tetrahydrofuran; hexane / -78 °C
2: 1 N aq. HCl / diethyl ether
View Scheme
参考文献
Bachi, Mario D.; Balanov, Anna; Bar-Ner, Nira
Journal of Organic Chemistry, 1994 , vol. 59, # 25 p. 7752 - 7758
反应条件
sodium ethanolate
Verseifung des entstandenen Methyl-<γ.γ-dimethyl-allyl>-malonsaeure-diaethylesters und Abspaltung von Kohlendioxyd;
参考文献
Staudinger; Ruzicka
Helvetica Chimica Acta, 1924 , vol. 7, p. 385
反应条件
1: ethanol
2: 150 °C
View Scheme
参考文献
Crombie et al.
Journal of the Chemical Society, 1957 , p. 2754,2759
反应条件
1.1: diisopropylamine; n-butyllithium / tetrahydrofuran; hexane / 2.25 h / -78 - 20 °C
1.2: 97 percent / tetrahydrofuran; hexane / 23 h / -78 - 20 °C
2.1: n-butyllithium / tetrahydrofuran; hexane / 0.33 h / 0 °C
2.2: 76 percent / tetrahydrofuran; hexane
View Scheme
参考文献
Tokuyasu, Takahiro; Kunikawa, Shigeki; McCullough, Kevin J.; Masuyama, Araki; Nojima, Masatomo
Journal of Organic Chemistry, 2005 , vol. 70, # 1 p. 251 - 260
反应条件
n-butyllithium; N,N,N'-trimethyl-ethylenediamine
1a) THF, -20 deg C, 15 min, 1b) -20 deg C, 1.5 h, 2) -65 deg C up to RT; Yield given. Multistep reaction;
参考文献
Denmark, Scott E.; Kesler, Brenda S.; Moon, Young-Choon
Journal of Organic Chemistry, 1992 , vol. 57, # 18 p. 4912 - 4924
反应条件
1: 2-bromo-1-[2-(trimethylsilyl)ethynyl]benzene With n-butyllithium; N,N,N',N,-tetramethylethylenediamine in tetrahydrofuran
T=-78°C; 0.666667 h; Inert atmosphere;
2: prenyl bromide in tetrahydrofuran
T=-78 - 25°C; 3 h; Inert atmosphere;
参考文献
Gawade, Sagar Ashok; Bhunia, Sabyasachi; Liu, Rai-Shung
Angewandte Chemie - International Edition, 2012 , vol. 51, # 31 p. 7835 - 7838
反应条件
n-butyllithium
1.) Et2O, hexane, 30 min; 2.) Et2O, -78 deg C -> 20 deg C; Yield given. Multistep reaction;
参考文献
Baptistella, Lucia Helena Brito; Aleixo, Adriana Mendes
Liebigs Annalen der Chemie, 1994 , # 8 p. 785 - 790
反应条件
n-butyllithium
Yield given. Multistep reaction;
参考文献
Buss, Antony D.; Warren, Stuart
Tetrahedron Letters, 1983 , vol. 24, # 1 p. 111 - 114
反应条件
1: potassium carbonate
3: hydrogen bromide / Endprodukt ist 4-Brom-2-methyl-buten-(2)
View Scheme
参考文献
Claisen
Journal fuer Praktische Chemie (Leipzig), 1922 , vol. <2> 105, p. 72
Chemische Berichte, 1925 , vol. 58, p. 279 Anm. 15