Workup of Hydrogenation Product. The corresponding solutions of 2-acetamide or -benzamido-3-hetarylpropanoic acids after hydrogenation were evaporated to dryness, and one of the following procedures was used to isolate the hydrogenation product.A. In the cases of 2-acetamide3-(3-pyridyl)propanoic acid (7a) and 2-acetamido-3-(3-quinolyl)propanoic acid (6a) the residue was dissolved in water and separated from the insoluble catalyst by filtration. Evaporation to dryness afforded the product, yields were essentially 100% except for the slowest reactions (time 21440 min).B. In the cases of 2-benzamide3-(2-thienyl)propanoic acid (lb), 2-benzamido-3-(2-furyl)propanoic acid (3b), 2-benzamido-3-[ 1methylpyrrol-2-yl]propanoic acid (4b), 2-benzamido-3-(3-indoly1)propanoic acid (5b), 2-benzamido-3-(3-pyridyl)propanoic acid (7b), 2-benzamido-3-(3-quinoly1)propanoic acid (6b), and 2-benzamido-3-(3-thienyl)propanoic acid (2b), the residue was dissolved in 0.5 N sodium hydroxide and separated from the insoluble catalyst by filtration. The filtrate was acidified with dilute hydrochloric acid and the precipitate filtered and dried, giving the desired product.C. In the cases of 2-acetamide3-(2-thienyl)propanoic acid (la), 2-acetamido-3-(2-furyl)propanoic acid (3a), and 2-acetamido-3-(3-indolyl)propanoic acid (5a), the residue was dissolved in 0.5 N sodium hydroxide and separated from the insoluble catalyst by filtration. The filtrate was acidified with dilute hydrochloric acid and extracted with diethyl ether. The ethereal extract was dried and evaporated to dryness to afford the product.Acknowledgment. This research was made possible by the generous financial support of the Comisidn Asesora de Investigacidn Cientifica y TBcnica. We are grateful to Prof. Ernest L. Eliel for his criticism and helpful suggestions for the preparation of this manuscript. We are indebted to Mme. M. F. Grenier (University of Pau, France) for her help and advice with regard to the NMR measurements.Registry No. la,
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