Ethanol → 3-(4-Iodo-1H-pyrazol-1-yl)cyclobutanol

반응식

[I:1][C:2]1[CH:3]=[N:4][N:5]([CH:7]2[CH2:10][C:9](=[O:11])[CH2:8]2)[CH:6]=1.[BH4-].[Na+].C(O)C>>[I:1][C:2]1[CH:3]=[N:4][N:5]([CH:7]2[CH2:8][CH:9]([OH:11])[CH2:10]2)[CH:6]=1

참가 물질

반응물 3

HCID 702Ethanol

HCID 4311764Sodium borohydride

HCID 672547783-(4-iodo-1H-pyrazol-1-yl)cyclobutan-1-one2회

생성물 1

HCID 672540253-(4-Iodo-1H-pyrazol-1-yl)cyclobutanol수율 94.9%

반응 조건

온도: 0 °C

실험 절차

3-(4-Iodo-pyrazol-1-yl)cyclobutanone (Compound 100D, 1.000 g, 3.816 mmol), sodium borohydride (145.8 mg, 3.854 mmol) and ethanol (22.28 mL, 381.6 mmol) were added to a round bottom flask and the reaction mixture was stirred at 0° C. for 3 h. Reaction mixture was concentrated in vacuo and washed with water extracting with DCM. The organic layer was dried over anhydrous Na2SO4 and concentrated in vacuo to afford 956 mg of the final compound as colorless oil. Compound was taken on to the next step without further purification. MS (ES+): m/z 264.86 (100) [MH+]; HPLC: tR=2.50 min (Polar—5 min, ZQ3).