1-(4-Fluorophenoxy)-4-nitrobenzene synthesis
- Product Name:1-(4-Fluorophenoxy)-4-nitrobenzene
- CAS Number:2561-25-3
- Molecular formula:C12H8FNO3
- Molecular Weight:233.2
Yield:2561-25-3 100%
Reaction Conditions:
Stage #1: 4-Fluorophenol;4-Fluoronitrobenzenewith caesium carbonate in dimethyl amine at 90;
Stage #2: with water in diethyl ether;
Steps:
4.A
EXAMPLE 4 (S)-2- {N- [4- (4-Fluoro-phenoxy)-phenyl]-N'-cyano-guanidino}-3-phenyl-N-(3- pyrrolidin-1-yl-propyl)-propionamide. A. 4- (4-Fluoro-phenoxy)-nitrobenzene. Cesium carbonate (0.276 g, 0.85 mmol) and 4-fluorophenol (0.095 g, 0.85 mmol) were added to a solution of 4- fluoronitrobenzene (0.1 g, 0.7 mmol) in DMA (1.4 mL). After the reaction mixture was stirred at 90 °C overnight, H20 (10 mL) and Et20 (10 mL) were added. The aqueous layer was extracted with Et20 (3 X 20 mL). The combined organic layers were washed with 1 N NaOH (20 mL) and brine (20 mL), and dried (MgSO4). Removal of the solvent afforded 0.165 g (100%) of the desired product.'H NMR (400 MHz, CDC13) : 8.15-8. 14 (m, 1H), 8.13-8. 11 (m, 1 H), 7.09-7. 02 (m, 2H), 7.01-6. 98 (m, 2H), 6.94-6. 92 (m, 1 H), 6.91-6. 90 (m, 1H).
References:
WO2005/44810,2005,A1 Location in patent:Page/Page column 44
