Trifluoroacetic acid → HCID 54312597, compound

Participants

Reaction Conditions

Reaction Steps

To a mixture of tert-butyl 4-docosa-4,7,10,13,16,19-hexaenoylpiperazine-1-carboxylate (1.5 g, 3 mmol) in CH2Cl2 (20 mL) at 0° C. was added CF3CO2H (7 mL, 91 mmol). The mixture solution was stirred (0° C., 2 h) and then 10% Na2CO3 was added to adjust to pH 10. The mixture was extracted with CH2Cl2 (3×30 mL). The combined organic layers were dried over MgSO4, filtered and concentrated under reduced pressure. The crude product was purified by silica gel chromatography (CH2Cl2:CH3OH, 20:1) to afford 1-(piperazin-1-yl)-docosa-4,7,10,13,16,19-hexaen-1-one (1.17 g, 97.5%) as a colorless oil. Mass calculated for C26H40N2O=396.61; found: [M+H]+=396.7, 398.2.

Provenance & Evidence