반응 #48045

반응 방정식

1-(4-bromophenyl)-cyclobutanol

(diethylamino)sulfur trifluoride

→

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

수율 64.1%

용매

DCM

반응 조건

후처리

1. 1
   기타at 0° C
2. 2
   추출the resulting mixture was extracted with DCM
3. 3
   세척The combined organic extracts were washed with brine
4. 4
   건조dried (MgSO4)
5. 5
   여과filtered
6. 6
   농축concentrated in vacuo
7. 7
   기타to give a residue which
8. 8
   기타was purified by flash column chromatography (100% pentane)

실험 절차

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.

출처