1-氯-6-甲氧基-3,4-二氢-2-萘甲醛合成路线 (共 11 条)
反应条件
1: 2 N HCl / ethanol / 0.25 h / Heating 2: 0.17 h / 250 °C / Heating 3: 94.1 percent / p-cymene / 10percent Pd-C / 2 h / Heating View Scheme
参考文献
Ramesh, D.; Kar, Gandhi K.; Chatterjee, Basanta G.; Ray, Jayanta K.
Journal of Organic Chemistry, 1988 , vol. 53, # 1 p. 212 - 214
反应条件
1.1: ethanol; sodium / 1 h / 0 - 80 °C 2.1: sodium hydroxide; methanol / tetrahydrofuran / 2 h / 50 °C 2.2: pH 5 View Scheme
参考文献
BARBOSA, Joseph; CARSON, Kenneth Gordon; GARDYAN, Michael Walter; HEALY, Jason Patrick; HAN, Qiang; MABON, Ross; PABBA, Praveen; TARVER, JR., James; TERRANOVA, Kristen M.; TUNOORI, Ashok; XU, Xiaolian
Patent: US2012/302562 A1, 2012 ;
US 20120302562 A1
反应条件
potassium hydroxide; sodium hydrogencarbonate 1) ethanol, 12h, reflux 2) 30min., water-bath; Yield given. Multistep reaction;
参考文献
Ghosh, M.; Mukherjee, R.; Chatterjee, B. G.; Ray, J. K.
Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, 1981 , vol. 20, # 3 p. 243 - 244
反应条件
sodium hydrogencarbonate; hydrazine hydrate in ethanol T=20°C; 1 h;
参考文献
Boruah, Monalisa; Konwar, Dilip; Dutta, Dipak Kr.
Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2003 , vol. 42, # 9 p. 2112 - 2114
反应条件
1: POCl3 / CH2Cl2 / 0 - 20 °C
2: POCl3
View Scheme
参考文献
Lilienkampf, Annamaria; Johansson, Mikael P.; Waehaelae, Kristiina
Organic Letters, 2003 , vol. 5, # 19 p. 3387 - 3390
反应条件
1: N,N-dimethyl-formamide With trichlorophosphate
T=-10°C; Vilsmeier-Haack reaction; Reflux;
2: 6-methoxy-1,2,3,4-tetrahydronaphthalen-1-one in N,N-dimethyl-formamide
Vilsmeier-Haack reaction; 2 h; Reflux;
3: With water; sodium acetate in N,N-dimethyl-formamide
Vilsmeier-Haack reaction;
参考文献
LaFrate, Andrew L.; Gunther, Jillian R.; Carlson, Kathryn E.; Katzenellenbogen, John A.
Bioorganic and Medicinal Chemistry, 2008 , vol. 16, # 23 p. 10075 - 10084
反应条件
trichlorophosphate
T=105°C; Inert atmosphere;
参考文献
ELI LILLY AND COMPANY; DODGE, Jeffrey, Alan; RICHARDSON, Timothy, Ivo; CLARKE, Christian, Alexander; JONES, Scott, Alan; HINKLIN, Ronald, Jay; HUMMEL, Conrad, Wilson; LEWIS, George, Sal
Patent: WO2010/36497 A2, 2010 ;
Location in patent: Page/Page column 53; 54; 55 ;
反应条件
trichlorophosphate in dichloromethane
T=0 - 20°C; Vilsmeier haloformylation;
参考文献
Lilienkampf, Annamaria; Johansson, Mikael P.; Waehaelae, Kristiina
Organic Letters, 2003 , vol. 5, # 19 p. 3387 - 3390
反应条件
water; sodium lauryl sulfate
T=25 - 30°C; 0.133333 h;
参考文献
Sharma, Saikat Das; Gogoi, Pranjal; Boruah, Monalisa; Konwar, Dilip
Synthetic Communications, 2007 , vol. 37, # 15 p. 2473 - 2481
反应条件
trichlorophosphate
T=20 - 65°C; Vilsmeier-Haack reaction; 7 h;
参考文献
Sivaprasad, Ganesabaskaran; Sridhar, Radhakrishnan; Perumal, Paramasivan T.
Journal of Heterocyclic Chemistry, 2006 , vol. 43, # 2 p. 389 - 394