alpha-(2,3-Dichloro-4-methoxyphenyl)-2-pyridinemethanol → (2,3-Dichloro-4-methoxyphenyl)(2-pyridyl)methanone

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Reaction Steps

α-(2,3-dichloro-4-methoxyphenyl)-2-pyridinemethanol (31.86 g) is dissolved in 600 ml of acetic acid and 100 ml of H2O. Chromic anhydride (11.0 g) is added portionwise over five minutes. After three hours the reaction mixture is poured into H2O and extracted with ether. The combined organic phase is washed well with 10% NaHCO3, then brine, and dried. Removal of the solvent under reduced pressure gives a crystalline product of (2,3-dichloro-4-methoxyphenyl)(2-pyridyl)methanone, mp 104°-107° C.

Provenance & Evidence