Tetrabutylammonium Fluoride → HCID 58968721, compound

Participants

Reaction Steps

A solution of (2-(1-methoxycyclohexyl)-5-(trifluoromethyl)benzyloxy)(tert-butyl)dimethylsilane (61 mg, 0.15 mmol) and tetrabutylammonium fluoride (0.2 mL; 0.2 mmol; 1.0M in tetrahydrofuran) was stirred in tetrahydrofuran (1 mL). The reaction was stirred at room temperature for 3 hours. The solvent was evaporated under reduced pressure. The residue was purified by 4 g RediSep column (Teledyne Isco inc., Lincoln Nebr.) (eluted with 10-40% ethyl acetate in heptane) to give 30 mg (69% yield) of a colorless gum. MS-GC (El): Calc: 288.3, Found: 288 (M). 1H NMR (400 MHz, CDCl3) δ ppm 7.87 (s, 1H), 7.50 (d, J=8.30 Hz, 1H), 7.41 (d, J=8.30 Hz, 1H), 5.03 (s, 2H), 2.99 (s, 3H), 2.24 (d, J=13.28 Hz, 2H), 1.8-1.57 (m, 7H), 1.28 (m, 1H).

Provenance & Evidence