Acetonitrile → [4-Chloro-2-(2-methoxybenzoyl)phenyl]acetic acid

Participants

Reaction Steps

12.02 g of the compound from Example 17A (44.76 mol) are mixed with 120 ml of acetonitrile, 120 ml of hexane and 180 ml of water. 39.25 g of sodium periodate (183.51 mol) and 0.18 g of ruthenium(III) chloride hydrate (0.81 mol) are added, and the mixture is stirred at room temperature for 48 h. For working up, the reaction mixture is acidified with a 5% aqueous trifluoroacetic acid solution and extracted three times with methylene chloride. The combined organic phases are washed with saturated sodium chloride solution and dried over sodium sulphate, and the solvent is removed in a rotary evaporator. The residue is taken up in ethyl acetate, and the solution is stored at 5° C. for 16 h. The deposited crystals are filtered off and dried under high vacuum. 5.12 g (38% of theory) of the title compound are obtained.

Provenance & Evidence