mole) was heated in a solution of sodium carbonate (10.6 g., 0.01 mole) in 150 ml. of 33%, ethanol until it dissolved. The solution was refluxed for 2 hr. with stirring and, after storage overnight in the cold (0°), sodium carbonate was filtered off and the filtrate was evaporated to dryness under reduced pressure. The solid residue was taken into hot benzene, and the benzene solution was concentrated to a semisolid. Petroleum ether was added, and the precipitate, obtained after storage in the cold (0°) overnight, was recrystallized from benzene-petroleum ether. The 7-hydroxybutyranilide thus obtained, 0.6 g. ( 17%), melted at 74-75°;3.0, 3.1, 3.15 (OH, NH-secondary amide); 6.0, 6.5 (CO-NH); 13.0-13.7, 14.4 µ (monosubstituted aromatic).Anal. Caled, for C10H13NO2: N, 7.8. Found: N, 7.6. Evaporation of the petroleum ether precipitation solvent left l. 1 g. (34%) of 1 -phenylpyrrolidin-2-one, identified by mixture melting point and infrared spectrum.a-Benzamido-7-chlorobutyr-N-benzylamide (V).-a-Benzamido-7-hydroxybutyr-N-benzylamide (3.2 g., 0.01 mole) was dissolved with cooling (ice-salt bath) in 10 ml. of thionyl chloride. The reaction mixture was stirred, brought to room temperature, and then heated to boiling. After cooling, ether and petroleum ether were added. The separated oil was washed with water and dissolved in ethanol. The product was precipitated by addition of water and crystallized from ethanol, yielding 2.8 g. (85%), m. p. 168°.
