반응 #490474

반응 방정식

n-BuLi

4-chloro-2-fluoro-1-iodo-benzene

ethyl trifluoroacetate

→

compound 11i

1-(4-Chloro-2-fluoro-phenyl)-2,2,2-trifluoro-ethanone

용매

THF

반응 조건

후처리

1. 1
   기타at −78° C.
2. 2
   온도to warm to room temperature overnight
3. 3
   기타was quenched with saturated aqueous NH4Cl solution
4. 4
   추출The mixture was extracted with EtOAc
5. 5
   농축The organic extracts were concentrated
6. 6
   기타purified by flash column chromatography (silica gel, 15% EtOAc/hexanes)

실험 절차

To a solution of n-BuLi (1.6 M in hexanes, 2.93 mL, 4.68 mmol) in dry THF was slowly added 4-chloro-2-fluoro-1-iodo-benzene 11h (31.0 g, 0.9 mmol) at −78° C. under N2. The mixture was stirred for 1 h at −78° C. and ethyl trifluoroacetate 11b (0.51 mL, 4.29 mmol) was added. The reaction was allowed to warm to room temperature overnight and was quenched with saturated aqueous NH4Cl solution. The mixture was extracted with EtOAc. The organic extracts were concentrated and purified by flash column chromatography (silica gel, 15% EtOAc/hexanes) to give compound 11i.

출처