Potassium Formate → HCID 44301370, compound

Participants

Reaction Steps

To a solution of the product of Example 22 (669 mg, 1.52 mmol) in 20 mL of absolute ethanol under a N2 blanket was added 10% Pd/C (335 mg) followed by a solution of potassium formate (461 mg, 5.48 mmol) in 0.5 mL of water. After 1 h, the reaction mixture was filtered through a pad of celite and concentrated by rotary evaporation. The solid residue was partioned between ethyl acetate and water and the organic layer was washed with brine and dried over Na2SO4. Solvent was removed by rotary evaporation and the residue was purified by silica gel chromatography (40% hexanes in ethyl acetate) to afford 478 mg (76.5%) of the title compound. MS (FD+)=411. IR: 1623, 1543, 1486 cm-1. 1H NMR (CDCl3, 300 MHz) δ 1.29 (d, 3, J=7); 2.82 (dd, 1, J=10, 14); 3.02 (dd, 1, J=4, 14); 3.96 (s, 2); 5.46 (m, 1); 6.00 (d, 2, J=8); 6.71 (m, 4); 7.08 (m, 2); 7.30 (s, 1); 7.52 (m, 3); 9.00 (s, 1).

Provenance & Evidence