Formic Acid → HCID 131730102, compound

Participants

Reaction Steps

Another batch of XIII was prepared using the following procedure: to a solution of VIII (2.0 g, 2.23 mmol) in diethyl ether (3 mL) was added 85% formic acid (8.2 mL) and the resulting reaction mixture was stirred at room temperature. After 20 h, solid NaHCO3 was added portion wise to neutralize the acidic solution. The reaction mixture was then diluted with diethyl ether (80 mL) and sequentially washed with water (25 mL) and saturated aqueous NaCl (25 mL). The organic layer was dried (Na2SO4), filtered and concentrated in vacuo. Purification by column chromatography (SiO2, elution with 4% MeOH in CHCl3) furnished XIII (0.97 g, 67%) as oily liquid. NMR spectra coordinates are as follows: 1H NMR (CDCl3): δ 7.70-7.61 (m, 8H), 7.49-7.31 (m, 12H), 3.73-3.55 (m, 6H), 4.397 (dd, J=11.6, 4.4 Hz, 1H), 2.78-2.54 (m, 5H), 2.57 (d, J=6.8 Hz, 1H) 1.02 (s, 18H).

Provenance & Evidence