p-Toluenesulfonic acid monohydrate → p-Toluenesulfonic acid

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Reaction Steps

A mixture of 5-nitro-3,4-dihydro-2H-benzo[1,4]oxazin-3-yl)-methanol (10.0 g, 47.6 mmole), p-toluenesulfonic acid monohydrate (19.0 g, 0.1 mole) and 1.0 g of 10% palladium on carbon in 250 mL of methanol was treated with 50 psi of hydrogen on a Parr shaker for 2 hours. The catalyst was filtered and washed with additional methanol. The solvent was evaporated in vacuum to yield 28 g of the p-toluenesulfonate of the title compound as a pink solid. This compound was used for the next step without further purification.

Provenance & Evidence