Triethylamine → HCID 18536628, compound

Participants

Reaction Steps

3-Hydroxyphenylacetic acid (0.50 g, 3.3 mmol), BOC piperazine (0.737 g, 3.96 mmol), Et3N (0.92 mL, 6.6 mmol), and CH2Cl2 (7 mL) were combined, cooled to 4° and solid Bis(2-oxo-3-oxazolidinyl)-phosphinic chloride (0.840 g, 3.3 mmol) was added under Ar. The ice bath was removed and a clear solution was obtained on warming to 23°. After 1 hour 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), said aq NaHCO3 (20 mL) and Satd aq NaCl (20 mL), dried (Na2SO4) filtered and the filtrate was diluted with CH3OH til ca 4% CH3OH in CH2Cl2 and filtered through a pad of silica to afford the title compound as a white foam. 1H NMR (CDCl3): d 7.13 (m, 1), 6.81 (s, 1), 6.73 (d, 1), 6.68 (d, 1), 3.69 (s, 2), 3.59 (m, 2), 3.39 (m, 4), 3.22 (m, 2), 1.46 (s, 9).

Provenance & Evidence