Water → HCID 9945157, compound

Participants

Reaction Steps

(E)-1-(4-methanesulfonyl-benzylidene)-3,4-dihydro-1H-naphthalene-2-one (50 mg, 0.16 mmol) were dissolved in ethanol (2.0 ml) and then anhydrous sodium acetate solution (14.5 mg, 0.18 mmol, saturated with hot acetic acid) and hydroxylamine hydrochloride salt solution (12.2 mg, 0.18 mmole, ethanol 2.0 ml) were added respectively. Then, the solution was heated and refluxed for about 5 hours and cooled to room temperature. Afterward, water and dichloromethane were added, separated to layers, washed with the saturated brine and then dried over anhydrous magnesium sulfate. The resulting solution was concentrated under reduced pressure so as to obtain a solid. Again, toluene (5 ml) was poured, refluxed, stirred for 24 hours and cooled to room temperature. After condensing with reduced pressure, the resulting remnant was purified through silica gel column chromatography (eluent: ethyl acetate/n-hexane=1/1, v/v). As a result, 35 mg of the present compound (productive yield 71%) was obtained.

Provenance & Evidence