(1-戊基)三苯基溴化磷合成路线 (共 78 条)
反应条件
sodium; dimethyl sulfoxide
参考文献
Worm, Karin; Zhou, Q. Jean; Stabley, Gabriel J.; DeHaven, Robert N.; Dolle, Roland E.
Bioorganic and Medicinal Chemistry Letters, 2007 , vol. 17, # 13 p. 3652 - 3656
反应条件
1: n-pentyltriphenylphosphonium bromide With potassium tert-butylate in toluene
Dehydrobromination; Heating;
2: 8-carbomethoxyoctan-1-al in toluene
T=25°C; Wittig reaction; 2 h;
参考文献
Vinczer, Peter; Novak, Lajos; Szantay, Csaba
Organic Preparations and Procedures International, 1991 , vol. 23, # 4 p. 443 - 447
反应条件
1: NaOEt / tetrahydrofuran / 1 h / 25 °C
2: n-BuLi / toluene / 2 h / 25 °C
View Scheme
参考文献
Vinczer, Peter; Juvancz, Zoltan; Novak, Lajos; Szantay, Csaba
Acta Chimica Hungarica, 1988 , vol. 125, # 6 p. 797 - 820
反应条件
1: n-pentyltriphenylphosphonium bromide With n-butyllithium in tetrahydrofuran; hexane
T=-15°C;
2: 4-chloro-N-methoxy-N-methyl-benzamide in tetrahydrofuran; hexane
T=-78 - 20°C; Wittig reaction;
3: With hydrogenchloride in tetrahydrofuran; diethyl ether; hexane
T=20°C;
参考文献
Murphy, John A.; Commeureuc, Aurelien G. J.; Snaddon, Thomas N.; McGuire, Thomas M.; Khan, Tanweer A.; Hisler, Kevin; Dewis, Mark L.; Carling, Robert
Organic Letters, 2005 , vol. 7, # 7 p. 1427 - 1429
反应条件
Yield given. Multistep reaction;
参考文献
Genard, S.; Patin, H.
Bulletin de la Societe Chimique de France, 1991 , # 3 p. 397 - 406
反应条件
N,N,N',N',N'',N''-hexamethylphosphoric triamide; n-butyllithium; pyridinium chlorochromate
Yield given. Multistep reaction. Yields of byproduct given. Title compound not separated from byproducts;
参考文献
Huang; Shi; Yang; Cai
Journal of Organic Chemistry, 1987 , vol. 52, # 16 p. 3558 - 3560
反应条件
1: (i) Na<N(SiMe3)2>, THF, (ii) /BRN= 1746480/
2: 9-BBN / tetrahydrofuran
3: imidazole <Na salt> / tetrahydrofuran / 3 h / 70 °C
View Scheme
参考文献
Bestmann; Kantardjiew; Roesel; et al.
Chemische Berichte, 1978 , vol. 111, # 1 p. 248 - 253
反应条件
1: 75 percent / NaN(SiMe3)2 / tetrahydrofuran / 18 h / -78 degC to r.t.
2: 80 percent / Br2, Ph3P / CH2Cl2 / 1 h / 0 °C
3: 1) BuLi / 1) THF, hexane, 20 degC, 10 min, 2) HMPT, 20 degC, 0.5 h
4: 93 percent / Na / diethyl ether; liquid ammonia / -40 °C
5: 95 percent / TsOH / methanol; H2O / 3 h / Heating
View Scheme
参考文献
Bestmann; Gunawardena
Synthesis, 1992 , # 12 p. 1239 - 1241
反应条件
(i) Na<N(SiMe3)2>, THF, (ii) /BRN= 1746480/; Multistep reaction;
参考文献
Gopi, Sreeraj; Balasubramani; Narasimhan
Asian Journal of Chemistry, 2011 , vol. 23, # 8 p. 3771 - 3772
反应条件
1: NaNH2 / tetrahydrofuran / 3 h
2: tetrahydrofuran / 0 - 20 °C
View Scheme
参考文献
Singh, Vasundhara; Trehan, I. R.; Kad, G. L.
Journal of the Indian Chemical Society, 1992 , vol. 69, # 2 p. 103 - 105