(Trifluoromethyl)trimethylsilane → 1-Diethoxymethyl-4-(2,2,2-trifluoro-1-hydroxyethyl)benzene

Participants

Reaction Steps

According to Step 2 of Reference Example 8-17, by use of terephthalaldehyde mono(diethyl acetal) (796 μL, 4.00 mol), (trifluoromethyl)trimethylsilane (709 μL, 4.80 mmol), tetrabutylammonium fluoride (a 1.0 mol/L solution in tetrahydrofuran, 4.40 mL, 4.40 mmol) and tetrahydrofuran (10 mL), the mixture was stirred and reacted at room temperature for 2.5 hours. Then, purification by silica gel column chromatography (hexane/ethyl acetate=4/1) was performed to give 1-diethoxymethyl-4-(2,2,2-trifluoro-1-hydroxyethyl)benzene (Compound CR) (1.04 g, yield: 93%).

Provenance & Evidence