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ChemicalBook CAS DataBase List 2-Fluoroanisole
321-28-8

2-Fluoroanisole synthesis

7synthesis methods
-

Yield:321-28-8 98%

Reaction Conditions:

Stage #1:2-fluorophenol with sodium hydride in N,N-dimethyl-formamide at 0 - 20; for 1.5 h;
Stage #2:methyl iodide in N,N-dimethyl-formamide for 16 h;

Steps:

D.D1
D 1. 1 -Fluoro-2-methoxy-benzeneTo a slurry of NaH (28.8g, O.?Omol) in dry DMF (500ml) at 0 0C was added 2-fluoro phenol (5Og, 0.446mol) slowly over a period of 30min and stirred for Ih at room EPO temperature. To this was added methyl iodide (19Og, 1.33mol) and the reaction mixture was stirred for 16h under nitrogen and poured into ice-water (1.5L). The product was extracted with ethyl acetate (2 x 200ml), washed with water, brine and dried. The solvent was removed under vacuum to afford 55g (98%) of the title compound.

References:

ASTEX THERAPEUTICS LIMITED;THE INSTITUTE OF CANCER RESEARCH: ROYAL CANCER HOSPITAL;ASTRAZENECA AB WO2006/136829, 2006, A2 Location in patent:Page/Page column 122-123

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