Acetyl chloride → HCID 11268197, compound

Participants

Reaction Conditions

Reaction Steps

4-[3-(4-amino-phenyl sulfanyl)-phenyl]-tetrahydro-pyran-carbonitrile (93.57 g) and Et3N (53.1 mL) were dissolved in EtOAc (1.23 L) and heated to 50-60° C. To this solution was added acetylchloride (27.7 ml) in EtOAc (73 mL) over 30 minutes. The suspension obtained was filtered and the filter cake was washed with EtOAc (3×150 mL). The combined EtOAc solutions were washed with water (0.5 L), half saturated aqueous Na2CO3 (2×0.5 L), water (0.5 L) and saturated aqueous NaCl (0.25 L). The organics were dried with Na2SO4 and evaporated at 40° C. The crude product was recrystallized from refluxing EtOH (0.52 L) to give after cooling, filtration and drying at 40° C./20 mbar, N-{4-[3-(4-Cyano-tetrahydro-pyran-4yl)-phenyl sulfanyl]-phenyl}acetamide (55.27 g, 52% yield).

Provenance & Evidence