Acetic Acid → HCID 59223127, compound

Participants

Reaction Steps

To a solution of 4B (166 mg, 0.13 mmol), Pd(PPh3)4 (15.7 mg, 0.014 mmol) in dry methanol (4 mL) under argon was added morpholine (24 μL, 0.27 mmol) which was allowed to stir for 1 h 20 min. The reaction mixture was concentrated in vacuo, CH2Cl2 (15 mL) was then added before washing with 1M HCl (10 mL), sat. sodium hydrogen carbonate (10 mL) and sat. brine (10 mL). The combined organic fractions were dried (MgSO4), filtered and concentrated in vacuo. Purification by column chromatography on silica gel (eluent 5:95 MeOH/CH2Cl2 then +AcOH 1%) to give a white solid 5B (113 mg, 0.094 mmol, 70%): Rf 0.19 MeOH/CH2Cl2 (5:95); IR (thin film) 3305 (br), 3292 (br), 1731 (s), 1649 (s), 1538 (s).

Provenance & Evidence