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(4-Fluoro-3-iodophenyl)methanol synthesis

3synthesis methods
227609-86-1 Synthesis
Benzenemethanol, 3-amino-4-fluoro- (9CI)

227609-86-1
33 suppliers
$30.00/100mg

-

Yield:-

Reaction Conditions:

with potassium iodide;sulfuric acid;sodium nitrite in water;

Steps:

2.B 4-Fluoro-3-iodobenzylalcohol

Example 2B 4-Fluoro-3-iodobenzylalcohol The product from Example 2A (7.0 g, 50 mmol) in water (100 mL) at 0° C. was treated slowly with concentrated sulfuric acid (30 mL) at a rate to maintain the temperature below 10° C. and then treated dropwise with an aqueous solution of sodium nitrite (3.45 g, 50 mmol). This solution was then added to a solution of potassium iodide (8.13 g, 50 mmol) in water (15 mL), heated to 60° C. for 2 hours, cooled and extracted with methylene chloride. The methylene chloride layer was washed with 10% sodium hydroxide, washed with 1M sodium thiosulfate, washed with 10% hydrochloric acid, washed with aqueous sodium bicarbonate, dried (sodium sulfate), filtered, and concentrated. The residue was purified by flash chromatography over silica gel (ethyl acetate/hexane 7:3) to provide 6.4 g of the title compound. 1H NMR (CDCl3) δ1.69 (t, 1H), 4.66 (d, 2H), 7.05 (t, 1H), 7.60 (d, 1H), 7.78 (dd, 1H).

References:

US2003/65182,2003,A1