4-Chloro-2-iodophenol → 5-Chloro-2-hydroxybenzonitrile

4-Chloro-2-iodophenol (85 g, 0.33 mol) was dissolved in 150 ml of DMF, followed by the addition of 32.5 g (0.36 mol) of copper cyanide. The resulting mixture was refluxed for 2 hours and then concentrated under reduced pressure. The residue was dissolved in ethyl acetate, and the thus-prepared solution was washed with water. Subsequent to elimination of an undissolved salt, the solution was concentrated under reduced pressure, whereby 40.4 g of 5-chloro-2-hydroxybenzonitrile were obtained (yield: 80%). Without purification, it was provided for use in the next step.

1. temperatureThe resulting mixture was refluxed for 2 hours
2. concentrationconcentrated under reduced pressure
3. dissolutionThe residue was dissolved in ethyl acetate
4. washthe thus-prepared solution was washed with water
5. concentrationSubsequent to elimination of an undissolved salt, the solution was concentrated under reduced pressure

ORD record

ord-f3352d88e25148b4acc039e8361129c1

Source dataset

uspto-grants-2000_10

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06136848