1,1'-Carbonyldiimidazole → HCID 11688393, compound

Participants

Reaction Steps

1,1′-Carbonyldiimidazole (0.5 g, 3.06 mmol) was added to a solution of (R)-2-[3-cyclopentanoyl)phenyl]propionic acid (II) (0.68 g, 2.78 mmol) in dry CH2Cl2 (8 mL) and the resulting mixture was left stirring at room temperature for 90 min. Methanesulfonamide (0.26 g, 2.78 mmol) and DBU (0.43 mL, 2.78 mmol) were added and the mixture was left stirring fur further 16 h at room temperature. The organic phase was washed with 0.5N HCl (2×10 mL), with 5% NaH2PO4 (3×10 mL) and with water (2×10 mL). After drying with Na2SO4, solvent was removed under vacuum and the crude was purified by flash chromatography (eluent mixture CH2Cl2/MeOH 95:5). Pure N—[(R)-2-(3-cyclopentanecarbonylphenyl)propionyl]methanesulfonamide 22 was isolated as colourless oil (0.67 g, 2.09 mmol). Yield 790%.

Provenance & Evidence