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4'-(trifluoromethoxy)propiophenone synthesis

4synthesis methods
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Yield:94108-55-1 93%

Reaction Conditions:

with iron(III)-acetylacetonate in tetrahydrofuran at -20; for 1 h;Inert atmosphere;

Steps:

1

[0126] A solution of ethylmagnesium chloride (2 M in THF, 9.38 mL, 18.77 mmol) was added overmm to a solution of 4-(trifluoromethoxy)benzoyl chloride (11-1) (purity 98%, 5.00 g, 21.82 mmol)iron(III) acetylacetonate (385 mg, 1.09 mmol) in THF (70 mL) at -20°C under argon. After stirring10 mm at that temperature, the reaction mixture was quenched with 1 N HC1 and the mixture wasrepeatedly extracted with CH2C12. The combined organic layers were washed with 2 N NaOH, driedover Na2SO4 and evaporated to yield 1-[4-(trifluoromethoxy)phenyl]propan-1-one (111-1) (purity 90%,4.95 g, 93%). ‘H NMR (400 MHz, DMSO-d6) 1.09 (t, 3H), 3.07 (q, 2H), 7.50 (d, 2H), 8.10 (d, 2H).

References:

WO2015/71260,2015,A1 Location in patent:Paragraph 0126