Ethylmorpholine → HCID 23317401, compound

Participants

Reaction Steps

1.63 g of 2-methyl-3-acetylmercaptopropionic acid and 2.3 g of 1,2,3,4-tetrahydroquinoline-2-carboxylic acid methyl ester hydrochloride, prepared as described in Chem. Ber. 61, page 2377 (1928), are dissolved under nitrogen in 20 ml of dimethyl acetamide. 1.35 g of 1-hydroxy-benzotriazole, 1.28 ml of N-ethylmorpholine and 2.2 g of dicyclohexyl carbodiimide are successively added and the whole is stirred for 4 hours at room temperature. The reaction mixture is then filtered and the solvent is distilled off from the filtrate in vacuo. The residue is dissolved in 30 ml of methanol. The solution is stirred and 10 ml of 4N NaOH are added drop by drop and under nitrogen. 10 minutes after termination of the addition, 10 ml of 4N HCl are added, whereupon the mixture is evaporated to dryness in vacuo. After distillation of the solvent, the reaction product is purified by chromatography on 130 g of SiO2 in a system of chloroform/isopropanol/acetic acid (50:10:3). Yield 2.3 g. Elemental analysis and NMR spectrum correct.

Provenance & Evidence