ChemicalBook CAS DataBase List 3'-METHOXY-2,2,2-TRIFLUOROACETOPHENONE

3'-METHOXY-2,2,2-TRIFLUOROACETOPHENONE synthesis

14synthesis methods

Product Name:3'-METHOXY-2,2,2-TRIFLUOROACETOPHENONE
CAS Number:30724-22-2
Molecular formula:C9H7F3O2
Molecular Weight:204.15

Obtained by adding successively 1.6 M n-BuLi in hexane, then after 10 min, N,N-diethyltrifluoroacetamide (5 min) to a solution of 1-bromo-3-methoxybenzene in THF at ?78° under argon and stirring the mixture for 2 h (88%).

Ethanethioic acid, 2,2,2-trifluoro-, S-(1,1-dimethylethyl) ester

181820-18-8
0 suppliers
inquiry

10365-98-7 Synthesis

10365-98-7
415 suppliers
$9.00/10g

30724-22-2
57 suppliers
$84.00/1g

Yield: 68%

Reaction Conditions:

with tris-(dibenzylideneacetone)dipalladium⁽⁰⁾;copper(I) thiophene-2-carboxylate;trifuran-2-yl-phosphane in tetrahydrofuran at 30; for 18 h;Sealed tube;Inert atmosphere;

Steps:

General Procedure for Palladium-Catalyzed Trifluoroacylation of (Hetero)arylboronic Acid with Fluorothioacetates
General procedure: To a 25 mL sealed tube was added substrates 1 (0.2 mmol, 1 equiv), Pd₂dba₃·CHCl₃ (2.3 mg, 1 mol%), CuTC (57 mg, 0.3 mmol), TFP (1.4 mg, 3 mol%), 2d (74.4 mg, 0.4 mmol) and THF (2 mL). The reaction vessel was purged with nitrogen three times. Then the reaction mixture was stirred at 30 °C for 18 h. Upon completion, EtOAc was added to dilute the mixture and washed with NH3·H2O and saturated NaCl (aq). The organic fraction was dried over anhydrous Na2SO4, evaporated and the residue purified by a silica gel packed flash chromatography column, using ethyl acetate/hexane as the eluent.

References:

Ban, Shu-Rong;Cao, Ya-Fang;Dai, Hui-Xiong;Wang, Xing;Xu, Hui;Yi, Xing [Tetrahedron Letters,2020] Location in patent:supporting information