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886370-99-6

1-(4-CHLORO-2-FLUORO-PHENYL)-2,2,2-TRIFLUORO-ETHANONE synthesis

2synthesis methods
-

Yield:-

Reaction Conditions:

Stage #1: 4-chloro-2-fluoro-1-iodobenzenewith n-butyllithium in tetrahydrofuran;hexane at -78; for 1 h;Inert atmosphere;
Stage #2: ethyl trifluoroacetate, in tetrahydrofuran;hexane at 20;

Steps:

19.A

A. 1-(4-Chloro-2-fluoro-phenyl)-2,2,2-trifluoro-ethanone, 19b. 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.

References:

US2012/58986,2012,A1 Location in patent:Page/Page column 31

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