Tetrabutylammonium Fluoride → HCID 178483324, compound

Participants

Reaction Steps

The product of Step C, above, (0.2 g) was stirred in anhydrous tetrahydrofuran (2 ml) with tetrabutylammonium fluoride (1.0M) in tetrahydrofuran (0.42 ml) for 30 minutes. The mixture was partitioned between ammonium chloride solution and ethylacetate, and the organic layer washed (H2O, brine), dried (MgSO4) and evaporated in vacuo. Purification by gravity silica column eluting with 4-10% MeOH/0.1% NH4OH/dichloromethane afforded the title compound. 1H NMR (250 MHz, CDCl3) δ 2.26 (6H, s), 2.51 (1H, m), 3.09 (2H, m), 3.35 (2H, m), 3.51-3.63 (4H, m), 3.78 (2H, d, J=13.8 Hz), 4.30-4.36 (2H, m), 4.88 (1H, m), 7.01-7.10 (4H, m), 7.50 (2H, vbr s), 7.59 (1H, br s).

Provenance & Evidence