Dichloromethane → HCID 59830382, compound

Participants

Reaction Steps

Compound C (4.49 g, 28.9 mmol, dissolved in abs. DCM (25 ml)) was added dropwise to a solution of compound S (2.5 g, 14.45 mmol) in abs. DCM (25 ml) at 0° C. within 10 min. A solution of triethylamine (16 ml, 11.7 g, 115.6 mmol) in abs. DCM (25 ml) was added to this mixture within 10 min at 0° C. As the reaction was highly exothermic, cooling was carried out in a mixture of ice/sodium chloride. The reaction mixture was stirred for 16 h at RT. For working up the mixture, DCM (50 ml) and water (70 ml) were added. The phases were separated. The aqueous solution was extracted with DCM (2×20 ml). The combined organic phases were washed successively with water (50 ml) and sat. NaCl solution (50 ml) and then dried and concentrated (4.9 g, yellow oil). The residue was purified by column chromatography [silica gel 60 (500 g); EtOAc/cyclohexane 1:2 (3 l)]. The desired product was obtained as a diastereomer mixture in a yield of (2.28 g, 50%) having a melting point of 101-108° C.

Provenance & Evidence