Cyclopentanone → HCID 20373154, compound

Participants

Reaction Steps

2,4-Dimethyl-3-acetyl-pyrrole (0.548 g) was dissolved in a mixture of hydriodic acid (10 ml), acetic anhydride (10 ml) and hypophosphorous acid (2 ml). The solution was stirred at 40° while cyclopentanone (1.5 ml) was added in three portions over 3/4 hr. After stirring an additional 1/2 hr., the solution was poured into ice water (125 ml) and the pale yellow product (95%), m.p. 161.5°-163.5° after changing to prisms at ca 140°, separated. For analysis it was recrystallized successively from hexane, from aqueous methanol and again from n-hexane as pale pink prisms m.p. 167.5°-168° (lit20), 164.5°-165.5°). Anal. Calc. for C13H19NO: C, 76.05, H, 9.33; N, 6.82. Found: C, 76.12; H, 9.21; N, 6.65.

Provenance & Evidence