1-Bromo-4-fluorobenzene → HCID 21929395, compound

Participants

Reaction Conditions

Reaction Steps

4.4 g of magnesium, 2 cm3 of 4-bromofluorobenzene and 10 cm3 of tetrahydrofuran are heated to a temperature in the region of 60° C. 18 cm3 of 4-bromofluorobenzene in solution in 50 cm3 of tetrahydrofuran are added and the mixture is heated at a temperature in the region of 60° C. for 2 hours. 8.4 cm3 of 2-methoxyacetophenone in solution in 60 cm3 of tetrahydrofuran are added to the solution prepared above, cooled to a temperature in the region of 5° C. After stirring for 24 hours at a temperature in the region of 20° C., the reaction mixture is poured into 200 cm3 of saturated aqueous ammonium chloride solution and extracted with twice 150 cm3 of ethyl ether, and the organic phases are washed with twice 150 cm3 of distilled water, dried over magnesium sulphate and concentrated to dryness under reduced pressure. The residue obtained is purified by flash chromatography on silica gel (35–70 μm), eluting with a cyclohexane/ethyl acetate (95/05) mixture; 13.2 g of 1-(4-fluorophenyl)-2-methoxy-1-phenylethanol are thus obtained in the form of a white oil, the characteristics of which are as follows:

Provenance & Evidence