Application of 2338-54-7, A common heterocyclic compound, 2338-54-7, name is 4-Fluoro-3-methylanisole, molecular formula is C8H9FO, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.
The 4-fluoro-3-methylanisole (7.32 g, 52.28 mmol) was dissolved in 30 ml of carbon tetrachloride. To this solution was added N-bromosuccinimide (9.772 g, 1.05 eq) and A1 EN 428 mg, 5% eq). The mixture was refluxed for 1 hr and then cooled. The solid was filtered out and the filtrate was evaporated. The residue was extracted with ethyl acetate and washed with concentrated sodium bicarbonate. The organic layer was dried and solvents were removed to give an oil (13.0 g). The crude oil was dissolved in 150 ml of ethanol and sodium cyanide (12.8 g, 261 mmol) was added followed by the addition of water (20 ml). The mixture was refluxed for 2.5 hrs. The insoluble material was filtered out and the filtrate was concentrated. The residue was extracted with water and ether. The organic layer was dried and solvents were evaporated to give an oil (8.0 g). This oil was dissolved in 120 ml of ethanol. To that solution was added water (40 ml) and solid sodium hydroxide (20.9 g, 10.0 eq). The mixture was refluxed overnight to give a clear solution. Solvents were evaporated and the residue was suspended in 200 ml of hot water. The solution was cooled down and extracted with ether twice. The aqueous layer was acidified with 6N hydrochloric acid and then extracted with ether. The organic layer was washed with brine and dried. After the evaporation of solvents, 2-fluoro-5-methoxyphenylacetic acid was obtained (6.56 g, 68% in three steps).
The synthetic route of 2338-54-7 has been constantly updated, and we look forward to future research findings.
Reference:
Patent; F. HOFFMANN-LA ROCHE AG; WO2004/101528; (2004); A2;,
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