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Methyl 9-methylfluorene-9-carboxylate synthesis

11synthesis methods
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Yield:3300-16-1 78.5%

Reaction Conditions:

Stage #1: 9H-fluorene-9-carboxylic acidwith lithium diisopropyl amide in tetrahydrofuran;n-heptane;ethylbenzene at 0 - 20;Inert atmosphere;Reflux;
Stage #2: methyl iodide in tetrahydrofuran;n-heptane;ethylbenzene at 20; for 2 h;
Stage #3: methanolwith sulfuric acid for 2 h;Reflux;

References:

Prat, María;Fernández, Dolors;Buil, M. Antonia;Crespo, María I.;Casals, Gaspar;Ferrer, Manuel;Tort, Laia;Castro, Jordi;Monleón, Juan M.;Gavaldà, Amadeu;Miralpeix, Montserrat;Ramos, Israel;Doménech, Teresa;Vilella, Dolors;Antón, Francisca;Huerta, Josep M.;Espinosa, Sonia;López, Manuel;Sentellas, Sonia;González, Marisa;Albertí, Joan;Segarra, Victor;Cárdenas, Alvaro;Beleta, Jorge;Ryder, Hamish [Journal of Medicinal Chemistry,2009,vol. 52,# 16,p. 5076 - 5092] Location in patent:supporting information; experimental part