Ethyl Acetate → HCID 19900671、化合物

反応式

ClC1C=CC=C([C:8](OO)=[O:9])C=1.[CH3:12][C:13]([C:16]1[CH:17]=[C:18]([S:27][CH2:28][CH2:29][C:30]([NH:32][NH2:33])=[O:31])[CH:19]=[C:20]([C:23]([CH3:26])([CH3:25])[CH3:24])[C:21]=1[OH:22])([CH3:15])[CH3:14].C(OCC)(=[O:36])C>ClCCl>[CH3:15][C:13]([C:16]1[CH:17]=[C:18]([S:27]([CH2:28][CH2:29][C:30]2[O:31][C:8](=[O:9])[NH:33][N:32]=2)=[O:36])[CH:19]=[C:20]([C:23]([CH3:24])([CH3:25])[CH3:26])[C:21]=1[OH:22])([CH3:12])[CH3:14]

参加物

反応条件

温度: 0 °C

実験手順

m-Chloroperbenzoic acid (1.30 g, 6.0 mmol) is added in eight portions at 5-minute intervals to a 0° C. solution of 3-[[3,5-bis(1,1-dimethylethyl)-4-hydroxyphenyl]thio]propanoic acid hydrazide (2.25 g, 6.4 mmol) in dichloromethane (64 mL). The reaction mixture is stirred at 0° C. for 2.25 hours, then diluted with ethyl acetate and washed three times with a saturated solution of sodium bicarbonate, then with water and brine. Drying the organic phase over magnesium sulfate and evaporation gives a crude product which is chromatographed on a column of silica with ethyl acetate/hexane (3/1) to afford 1.92 g of a glassy solid.