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 67h (3.9 mmol, 1.0 g) at −78° C. under N2. The mixture was stirred for 1 h at −78° C. and ethyl trifluoroacetate 67b (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 67i.

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-bda0ea3052cc4e398226fb2e3a689520

Quelldatensatz

uspto-grants-2014_01

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US08623858B2