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74277-66-0

6-Chloro-7-Hydroxychroman-4-One synthesis

2synthesis methods
-

Yield:74277-66-0 500 mg

Reaction Conditions:

with sodium hydroxide in water at 0 - 20; for 15 h;

Steps:

Step B: 6-Chloro-7-hydroxychroman-4-one.

3-Chloro-1-(5-chloro-2,4- dihydroxyphenyl)propan-1-one (2 g,) was added to a solution of NaOH (20 mL, 2 M in H2O, 40 mmol) that had been cooled to 0 °C. The reaction mixture was allowed to gradually warm to room temperature and then stirred for 15 hours before adjusting the pH of the solution to pH 1-2 with 2 N HCl and extracting with ethyl acetate (20 mL x 3). The combined organic extracts were washed with brine (20 mL), dried over anhydrous Na2SO4, filtered, and concentrated to dryness under reduced pressure to give the product, which was further purified by FCC (eluent: petroleum ether: ethyl acetate, 1:0 to 0:1, gradient elution) to afford title compound (500 mg) as a brown solid.

References:

WO2021/198283,2021,A1 Location in patent:Page/Page column 100-101