POTASSIUM (4-METHYL-1-NAPHTHALENE)TRIFLUOROBORATE synthesis

Yield:52331-42-7 70%

Reaction Conditions:

with [2,2]bipyridinyl;copper(II) trifluoroacetate;silver(l) oxide in acetonitrile at 20; for 12 h;Schlenk technique;Inert atmosphere;Molecular sieve;

Steps:

General procedure for the copper-catalyzed trifluoromethylation of potassium aryltrifluoroborates using an electrophilic trifluoromethylating reagent

General procedure: In a glovebox, Cu(TFA)2 (34.8 mg, 0.120 mmol), bipy (18.4 mg, 0.120 mmol), and electrophilic trifluoromethylating reagent (160 mg, 0.480 mmol), Potassium organotrifluoroborates (0.4 mmol)were added to a Schlenk tube that was equipped with a stirring bar. Freshly distilled solvent MeCN (2 mL) was added into this tube. Both the tube and the vial were capped with a septum, the reaction mixture was kept for another 12 h at room temperature. Distilled water (20 mL) and Et2O (10 mL) were added and the organic phase was separated. The aqueous phase was extracted with Et2O (3 10 mL) and the combined organic extracts were dried over anhydrous Na2SO4, and concentrated in vacuo. The product was purified by flash chromatography on silica gel with pentane.

References:

Huang, Yuanyuan;Fang, Xin;Lin, Xiaoxi;He, Weiming;Yuan, Yaofeng;Weng, Zhiqiang;Li, Huaifeng;Huang, Kuo-Wei [Tetrahedron,2012,vol. 68,# 48,p. 9949 - 9953,5]