Dimethyl Sulfoxide → 3-Chloronaphthalene-1-carbaldehyde

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Reaction Steps

The compound of Preparation 36-2) (3.00 g, 11.7 mmol) and trimethylamine-N-oxide dihydrate(3.90 g, 35.1 mmol) were added to a solvent mixture of DMSO(10 ml) and methylenechloride(5 ml), and the resulting mixture was stirred for 3 hours at room temperature. Ethylacetate(100 ml) was added and the mixture thus obtained was washed three times with aqueous sodium chloride solution. The organic layer was dried over anhydrous magnesium sulfate and concentrated. The residue was subjected to column chromatography(eluent: hexane/ethylacetate=9/1, v/v) to give 1.80 g(9.44 mmol, Yield 81%) of the title compound.

Provenance & Evidence