4-(TRIFLUOROACETYL)TOLUENE synthesis
- Product Name:4-(TRIFLUOROACETYL)TOLUENE
- CAS Number:394-59-2
- Molecular formula:C9H7F3O
- Molecular Weight:188.15
Yield: 72%
Reaction Conditions:
with tetrabutyl ammonium fluoride in tetrahydrofuran;toluene at -78 - 20; for 12.5 h;
Steps:
Typical Procedure for the Preparation of Ketones 10:
General procedure: To a solution of methyl 4-methylbenzoate (6.0 g, 40mmol, 1.0 equiv) in toluene (200 mL) was added TMSCF3 (11.3 g, 80 mmol, 2.0 equiv) at room temperatureunder Ar. The reaction mixture was cooled to -78 oC, TBAF (4 mL, 1.0 M in THF, 0.1 equiv) was then added.After stirring for 0.5 h at -78 oC, the reaction mixture was allowed to warm to room temperature and stirred forfurther 12 h. Hydrochloric acid (30 mL, 2.0 M, 1.5 equiv) was then added and the resulting mixture stirred forfurther 2 h. The resulting suspension was quenched with saturated aqueous NaHCO3 and extracted with ethylacetate. The combined organic layers were dried over Na2SO4, filtered, and concentrated. The residue waspurified by flash column chromatography to give ketone 10a.
References:
Gao, Xing;Cheng, Ran;Xiao, Yu-Lan;Wan, Xiao-Long;Zhang, Xingang [Chem,2019,vol. 5,# 11,p. 2987 - 2999] Location in patent:supporting information
446-65-1
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394-59-2
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