反应详情

To 1-[(4-methylphenyl)sulfonyl]-1H-pyrazole (0.50 g, 2.26 mmol) [J Chem. Res., Synopses, 10, 327 (1979)] in THF (23 mL) at −78° C. was added a solution of t-butyllithium (1.7 M in pentane, 1.5 mL, 2.49 mmol) dropwise. After 10 min 2-ethylbutyraldehyde (0.31 mL, 2.49 mmol) was added. After 10 min the reaction mixture was quenched with saturated aqueous ammonium chloride (5 mL) and then diluted with H2O (30 mL) and extracted with EtOAc (3×30 mL). The organic extract was dried (Na2SO4) and concentrated. The residue was purified by column chromatography (EtOAc/hexane, 3:7) to give 0.546 g (75%) of 2-ethyl-1-{1-[(4-methylphenyl)sulfonyl]-1H-pyrazol-5-yl}butan-1-ol.

1. customAfter 10 min the reaction mixture was quenched with saturated aqueous ammonium chloride (5 mL)
2. additiondiluted with H2O (30 mL)
3. extractionextracted with EtOAc (3×30 mL)
4. extractionThe organic extract
5. dry with materialwas dried (Na2SO4)
6. concentrationconcentrated
7. customThe residue was purified by column chromatography (EtOAc/hexane, 3:7)