Water → HCID 68733618, compound

Participants

Reaction Steps

To a solution of 5f (95 mg, 0.147 mmol) in THF (2 ml) was added a 1M solution of tetrabutylammonium fluoride (0.18 ml) in THF under ice cooling, and the mixture was stirred at room temperature for 30 min. H2O was poured into the reaction mixture under ice cooling, and the whole was extracted with AcOEt. The organic layer was washed with brine, dried over Na2SO4, and then concentrated. Purification by silica gel flash column chromatography (eluent: AcOEt to CHCl3/MeOH, 5:1) gave 5 g (90%). 5 g: colorless oil; 1H-NMR (CDCl3) δ 2.74 (2H, t, J=5.7 Hz), 3.02 (2H, t, J=5.6 Hz), 3.43 (3H, s), 3.63 (2H, t, J=5.6 Hz), 4.06 (2H, t, J=5.7 Hz), 5.09 (2H, s), 6.79 (2H, d, J=8.3 Hz), 6.88 (2H, d, J=9.1 Hz), 6.99 (2H, d, J=8.6 Hz), 7.09 (2H, m), 7.16-7.21 (3H, m), 7.45 (2H, d, J=8.8 Hz), 7.82 (1H, brs).

Provenance & Evidence