反応 #595387

反応方程式

5-(1-(2-chloro-6-(trifluoromethyl)benzoyl)-1H-indazol-3-yl)isobenzo furan-1(3H)-one

LiOH

THF

BnBr

→

title compound

benzyl 4-(1-(2-chloro-6-(trifluoromethyl)benzoyl)-1H-indazol-3-yl)-2-(hydroxymethyl)benzoate

溶媒

H2O

EtOAc

H2O

反応条件

後処理

1. 1
   その他The solvent was removed under reduced pressure
2. 2
   workup.DISSOLUTIONthe residue was dissolved in DMF (10 mL)
3. 3
   workup.STIRRINGThe resulting mixture was stirred at rt for 3 h
4. 4
   洗浄The combined organic layers were washed with brine
5. 5
   乾燥dried over anhydrous Na2SO4
6. 6
   濃縮concentrated
7. 7
   その他The residue was purified by flash chromatography (PE:EA=4:1)

実験手順

A mixture of 5-(1-(2-chloro-6-(trifluoromethyl)benzoyl)-1H-indazol-3-yl)isobenzo furan-1(3H)-one (G-2) (0.6 g, 1.32 mmol) and LiOH (0.16 g, 6.58 mmol) in THF (6 mL) and H2O (3 mL) was stirred at rt for 3 h. The solvent was removed under reduced pressure, and the residue was dissolved in DMF (10 mL), followed by the addition of BnBr (0.78 mL, 6.6 mmol). The resulting mixture was stirred at rt for 3 h. The mixture was diluted with H2O, and EtOAc. The combined organic layers were washed with brine, dried over anhydrous Na2SO4 and concentrated. The residue was purified by flash chromatography (PE:EA=4:1) to give the title compound as a colorless oil. LCMS (ESI) calc'd for C30H19ClF5N2O3 for [M+H]+: 585. found: 585.

出典