Acetic Acid → HCID 86660606, compound

Participants

Reaction Steps

To a solution of the product of Step A (0.13 g; 0.391 mmol) in anhydrous THF (1 ml) and glacial AcOH (0.6 ml) NaBH3CN (0.06 g; 0.95 mmol) was added at ˜0° C. (ice bath). The resulting mixture was stirred overnight at room temperature then diluted to 15 ml with Et2O. This was washed with 5% NaHCO3. H2O, brine, dried over anhydrous MgSO4 and filtered. The filtrate was evaporated under reduced pressure to give the title compound (0.01 g; 16%) as a colourless syrup, which was used in the next step without further purification. 1H-NMR (CDCl3) 7.23 (d, 2H, J=8 Hz); 7.12 (d, 3H, J=8 Hz); 6.0 (s, 1H); 4.1 (broad s, 2H); 3.94 (s, 2H); 2.57 (t, 3H, J=7.9 Hz); 1.56 (m, 2H); 1.45 (s, 9H); 1.26 (m, 10H); 0.86 (t, 3H, J=7 Hz).

Provenance & Evidence