Water → HCID 178466979、化合物

反応式

C([O:4][C:5]1[N:9]([C:10]2[CH:15]=[CH:14][C:13]([C:16]([CH3:19])([CH3:18])[CH3:17])=[CH:12][CH:11]=2)[N:8]=[C:7]([CH3:20])[CH:6]=1)(=O)C.C(=O)([O-])[O-].[K+].[K+].O.[O:28]1CCO[CH2:30][CH2:29]1>>[C:16]([C:13]1[CH:12]=[CH:11][C:10]([N:9]2[C:5]([OH:4])=[C:6]([C:29](=[O:28])[CH3:30])[C:7]([CH3:20])=[N:8]2)=[CH:15][CH:14]=1)([CH3:17])([CH3:18])[CH3:19]

参加物

反応物 4

HCID 962Water

HCID 11430Potassium Carbonate

HCID 312751,4-Dioxane

HCID 666507705-Acetyloxy-1-(4-t-butylphenyl)-3-methyl-1H-pyrazole

生成物 1

HCID 178466979HCID 178466979、化合物収率 66%

実験手順

5-Acetyloxy-1-(4-t-butylphenyl)-3-methyl-1H-pyrazole (4.21 g, 15.5 mmol) in 1,4-dioxane (150 mL) was stirred with potassium carbonate (2.14 g, 15.5 mmol) at 110° C. for 3.5 hours, and after addition of water (50 mL), the organic solvent was removed by distillation. Then, ethyl acetate, water and 6 M hydrochloric acid were added to adjust the aqueous layer to pH 2, and the aqueous layer and the organic layer were separated. The aqueous layer was extracted with ethyl acetate twice, and the organic layer was combined with the extract, washed with saturated aqueous ammonium chloride three times and with saturated aqueous sodium chloride once and dried over anhydrous sodium sulfate and filtered. The solvent was removed by distillation, and the residue was purified by silica gel column chromatography (hexane/ethyl acetate=6/1→3/1→1/1) to give 2.77 g of the desired product (66% yield).