Ethyl trifluoroacetate → 1-(4-Chloro-2-fluorophenyl)-2,2,2-trifluoroethan-1-one

Temperatur

-78 °C

To a solution of n-BuLi (1.6 M in hexanes, 4.68 mmol, 2.93 mL) in dry THF was slowly added 4-chloro-2-fluoro-1-iodo-benzene 19a (3.9 mmol, 1.0 g) at −78° C. under N2. The mixture was stirred for 1 h at −78° C. and ethyl trifluoroacetate 18b (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 19b.

1. customat −78° C.
2. temperatureto warm to room temperature overnight
3. customwas quenched with saturated aqueous NH4Cl solution
4. extractionThe mixture was extracted with EtOAc
5. concentrationThe organic extracts were concentrated
6. custompurified by flash column chromatography (silica gel, 15% EtOAc/hexanes)

ORD-Eintrag

ord-b8441806b14e47339e4f655737e7b719

Quelldatensatz

uspto-grants-2014_06

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US08759533B2