反応 #48045

反応方程式

1-(4-bromophenyl)-cyclobutanol

(diethylamino)sulfur trifluoride

→

1-bromo-4-(1-fluoro-cyclobutyl)-benzene

収率 64.1%

溶媒

DCM

反応条件

後処理

1. 1
   その他at 0° C
2. 2
   抽出the resulting mixture was extracted with DCM
3. 3
   洗浄The combined organic extracts were washed with brine
4. 4
   乾燥dried (MgSO4)
5. 5
   ろ過filtered
6. 6
   濃縮concentrated in vacuo
7. 7
   その他to give a residue which
8. 8
   その他was purified by flash column chromatography (100% pentane)

実験手順

To a solution of 5.66 g of 1-(4-bromophenyl)-cyclobutanol (24.92 mmol, described in example S2-A) in 70 ml DCM were added 4.23 g of (diethylamino)sulfur trifluoride (95%, 24.92 mmol) at 0° C. The reaction mixture was stirred at 0° C. for 35 min, then sat. NaHCO3— solution was added and the resulting mixture was extracted with DCM. The combined organic extracts were washed with brine, dried (MgSO4), filtered, and concentrated in vacuo to give a residue which was purified by flash column chromatography (100% pentane) to give 1-bromo-4-(1-fluoro-cyclobutyl)-benzene (3.66 g, 64%) as a colorless liquid.

出典