Ammonia → HCID 20298252, compound

Participants

Reaction Steps

Glyoxylic acid hydrate (8.3 g., 0.09 mole) was dissolved in 0.880 sp. gr. ammonia solution (50 ml.) and the solution heated to 50°-60°. 2-Cyclopropylmethyl pyrrole (10.9 g., 0.09 mole) was added dropwise and the resulting mixture stirred at 50°-60° for 2 hours. Diethyl ether (50 ml.) was added to the cool reaction mixture. Filtration gave a solid which was washed with diethyl ether (50 ml.). The filtrate was shaken and the aqueous phase separated and combined with the filtered solid to give a slurry whose pH was adjusted to ca. 5 with concentrated hydrochloric acid. The mixture was filtered and the resulting solid thoroughly washed with water, acetone, and with diethyl ether, affording, after drying in vacuo, DL-2-(5-cyclopropylmethyl-2-pyrrolyl)glycine (9.65 g., 55%), M.P. 203°-205° (decomp.).

Provenance & Evidence