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结构式
乙二醇
甲醛
63148-62-9
MDI
丁酮
二甲基亚砜
碳酸氢钠
471-34-1
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乙二醇
甲醛
63148-62-9
MDI
丁酮
二甲基亚砜
碳酸氢钠
471-34-1
3-邻甲苯-丙醛
合成路线
(共 13 条)
201230-82-2
+
611-15-4
2-甲基苯乙烯
→
反应条件
19564-40-0
3-邻甲苯-丙醛
+
103108-03-8
反应条件
[Rh(acac)2(CO)2]; hydrogen; triphenylphosphine in methanol; toluene T=65°C; P=18751.9 Torr; 0.966667 h; regioselective reaction;
参考文献
Bourne, Samuel L.; O'Brien, Matthew; Kasinathan, Sivarajan; Koos, Peter; Tolstoy, Paeivi; Hu, Dennis X.; Bates, Roderick W.; Martin, Benjamin; Schenkel, Berthold; Ley, Steven V.
ChemCatChem, 2013 , vol. 5, # 1 p. 159 - 172
14902-36-4
3-(O-甲苯基)丙-1-醇
→
反应条件
19564-40-0
3-邻甲苯-丙醛
反应条件
pyridinium chlorochromate in dichloromethane T=0°C; 4 h;
参考文献
Houjeiry, Tania I.; Poe, Sarah L.; McQuade, D. Tyler
Organic Letters, 2012 , vol. 14, # 17 p. 4394 - 4397
615-37-2
2-碘代甲苯
+
107-18-6
烯丙醇
→
反应条件
19564-40-0
3-邻甲苯-丙醛
+
103108-03-8
反应条件
tetrabutyl-ammonium chloride; palladium diacetate; sodium hydrogencarbonate in N,N-dimethyl-formamide T=50°C; Heck Reaction; 6.5 h; Schlenk techniqueInert atmosphere;
参考文献
Panther, Jesco; Roehrich, Adalbert; Mueller, Thomas J. J.
Arkivoc, 2012 , vol. 2012, # 3 p. 297 - 311
201230-82-2
+
611-15-4
2-甲基苯乙烯
→
反应条件
19564-40-0
3-邻甲苯-丙醛
反应条件
Rh(acac)2(CO)2; 3,3',5,5'-tetratolylbiphenyl-2,2',6,6'-tetrakis(dipyrrolylphosphinite); hydrogen in toluene T=80°C; P=7600.51 Torr; 12 h; Autoclave; regioselective reaction;
参考文献
Yu, Shichao; Chie, Yu-Ming; Guan, Zheng-Hui; Zou, Yaping; Li, Wei; Zhang, Xumu
Organic Letters, 2009 , vol. 11, # 1 p. 241 - 244
201230-82-2
+
611-15-4
2-甲基苯乙烯
→
反应条件
19564-40-0
3-邻甲苯-丙醛
反应条件
hydrogen; lt;Pd(OTf)(Me2O)lt;CH2(CH2PPh2)2gt;gt;lt;OTfgt; in tetrahydrofuran T=100°C; P=15751.3 Torr; 20 h; Yield given. Yields of byproduct given;
参考文献
Pisano, Carmelina; Consiglio, Giambattista
Gazzetta Chimica Italiana, 1994 , vol. 124, # 10 p. 393 - 402
95-46-5
邻溴甲苯
+
107-18-6
烯丙醇
→
反应条件
19564-40-0
3-邻甲苯-丙醛
反应条件
N,N-dicyclohexylmethylamine; potassium carbonate; bis(dibenzylideneacetone)-palladium(0); cataCXium PIntB in N,N-dimethyl-formamide T=100°C; 0.5 h; Molecular sieveInert atmosphere;
参考文献
Colbon, Paul; Ruan, Jiwu; Purdie, Mark; Mulholland, Keith; Xiao, Jianliang
Organic Letters, 2011 , vol. 13, # 20 p. 5456 - 5459
615-37-2
2-碘代甲苯
+
107-18-6
烯丙醇
→
反应条件
19564-40-0
3-邻甲苯-丙醛
反应条件
tetrabutyl-ammonium chloride; palladium diacetate; sodium hydrogencarbonate T=80°C; 30 h;
参考文献
Gangjee, Aleem; Qiu, Yibin; Kisliuk, Roy L.
Journal of Heterocyclic Chemistry, 2004 , vol. 41, # 6 p. 941 - 946
2373-76-4
2-甲基肉桂酸
→
反应条件
19564-40-0
3-邻甲苯-丙醛
反应条件
1: lithium aluminium tetrahydride / tetrahydrofuran / 5 h / 80 °C / |Cooling with ice; |Inert atmosphere 2: pyridinium chlorochromate / dichloromethane / 4 h / 0 °C View Scheme
参考文献
Houjeiry, Tania I.; Poe, Sarah L.; McQuade, D. Tyler
Organic Letters, 2012 , vol. 14, # 17 p. 4394 - 4397
104750-61-0
3-(2-甲基苯基)丙酸乙酯
→
反应条件
19564-40-0
3-邻甲苯-丙醛
反应条件
1: diisobutylaluminum hydride / diethyl ether; toluene / -78 °C 2: oxalyl chloride; DMSO; Et3N / CH2Cl2 / -78 - 20 °C View Scheme
参考文献
Carroll, F. Ivy; Melvin, Matt S.; Nuckols, Michel C.; Mascarella, S. Wayne; Navarro, Hernan A.; Thomas, James B.
Journal of Medicinal Chemistry, 2006 , vol. 49, # 5 p. 1781 - 1791
615-37-2
2-碘代甲苯
→
反应条件
19564-40-0
3-邻甲苯-丙醛
+
103108-03-8
反应条件
1: palladium diacetate; tetra-(n-butyl)ammonium iodide; N,N-dicyclohexylmethylamine; [(t-Bu)3PH]BF4 / toluene; methanol / 0.33 h / 130 °C / 7500.75 Torr 2: dicarbonylacetylacetonato rhodium (I); triphenylphosphine; hydrogen / toluene; methanol / 0.83 h / 70 °C / 18751.9 Torr View Scheme
参考文献
Bourne, Samuel L.; O'Brien, Matthew; Kasinathan, Sivarajan; Koos, Peter; Tolstoy, Paeivi; Hu, Dennis X.; Bates, Roderick W.; Martin, Benjamin; Schenkel, Berthold; Ley, Steven V.
ChemCatChem, 2013 , vol. 5, # 1 p. 159 - 172
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