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Benzene, 1-chloro-2-(2-methoxyethoxy)-4-nitro- synthesis

4synthesis methods
-

Yield:-

Reaction Conditions:

with potassium carbonate in DMF (N,N-dimethyl-formamide) at 80; for 18 h;

Steps:

50.A N- (4-CHLORO-3- ( (2- (METHOXY) ethyl) oxy) phenyl)-5- (4- QUINOLINYLOXY)-1, 3-BENZOXAZOL-2-AMINE; Step A: L-CHLORO-2-(2-METHOXYETHOXY)-4-NITROBENZENE

To a solution of 5-nitro-2-chlorophenol (1.0 g, 5.8 mmol) and 2-methyloxychloroethane (2.6 mL, 28.8 mmol) in DMF (20 mL) was added K2CO3 (2.4g, 17.4 mmol). The suspension was stirred at 80 °C for 18 h. After cooling, the mixture was filtered, the salts washed with EtOAc and the solvents removed under vacuum. The residue was dissolved in EtOAc and washed twice with NAOH (1N) and once with H20. The EtOAc layer was dried over MGS04 and concentrated under vacuum. The crude was purified on silica gel using a HEXANES/ETOAC gradient (100/0 to 50/50) to give 1-chloro-2- (2-methoxy- ethoxy) -4-nitro-benzene.

References:

WO2004/85425,2004,A1 Location in patent:Page 175