Bromomethyl 4-methoxyphenyl ketone → HCID 21498933, compound

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Reaction Steps

A solution of 23.7 g (0.10 mole) of p-methoxyphenacyl bromide in 50 ml. of dimethylformamide is added dropwise under nitrogen to a cold stirred solution of 16.9 g (0.10 mole) of 5,6-dihydro-4-(1-pyrrolidinyl)-2H-thiopyran [Example 1 (a)] and 10 ml. of dimethylformamide. After 5 hours the reaction mixture is diluted with water and extracted with chloroform. The chloroform solution is washed with water, dried over magnesium sulfate, and concentrated to an oil which solidifies. The solid is suspended in methanol. The mixture is filtered and the filtrate is concentrated to a solid. The resulting solid is recrystallized from methanol and then from acetic acid to give off-white crystals of 3-(4-methoxyphenacyl)-2,3,5,6-tetrahydrothiopyran-4-one, m.p. 123° to 125°C.

Provenance & Evidence