3-Hydroxybenzoic Acid → HCID 18536664, compound

Participants

Reaction Steps

3-Hydroxybenzoic acid (0.483 g, 3.5 mmol), BOC piperazine (0.737 g, 3.96 mmol), Et3N (0.92 mL, 6.6 mmol), and CH2Cl2 (10 mL) were combined, cooled to 4° and solid Bis(2-oxo-3-oxazolidinyl)-phosphinic chloride (0.889 g, 3.5 mmol) was added under Ar. The ice bath was removed and a clear solution was obtained on warming to 23°. After 1 h tlc(silica plates, 19:1 CH2Cl2 /CH3OH) indicated a completed reaction. The reaction was diluted with CH2Cl2 (100 mL), washed with 0.3 N HCl (20 mL), H2O (20 mL), satd aq NaHCO3 (20 mL) and satd aq NaCl (20 mL), dried (Na2SO4) filtered and concentrated to afford the title compound as a white foam. 1H NMR (CDCl3): d 7.20 (m, 1), 6.90 (s, 1), 6.86 (d, 1), 6.82 (d, 1) 3.69 (m, 2), 3.39 (m, 4), 1.46 (s, 9).

Provenance & Evidence