Triethylamine → Methyl 2-[2-(morpholin-4-ylmethyl)-5-ethylphenoxy]propanoate

Participants

Reaction Conditions

Reaction Steps

This compound was prepared in the manner of Example 4, using 221.0 grams (0.92 mole--1.0 equiv.) of 92.0% pure 2-(morpholin-4-ylmethyl)-5-ethylphenol, 202.3 grams (2.17 moles--2.36 equiv.) of triethylamine, 276.0 grams (2.17 moles--1.68 equiv.) of potassium carbonate, and 250.0 grams (1.63 moles--1.77 equiv.) of methyl 2-bromopropanoate in about 2000 mL (%Wt/Vol. Phenol to Solvent--11.1 %) of acetonitrile. This preparation differs in that the mixture was heated to 70° C. rather than 78° C. before the methyl 2-bromopropanoate was added and that the methyl 2-bromopropanoate was added during a 15 minute period at a rate to maintain the reaction temperature between 70-75° C. rather than during a ten minute period. A yield of 311 grams of 85.3% pure methyl 2-[2-(morpholin-4-ylmethyl)-5-ethylphenoxy]-propanoate was obtained (93.9% yield).

Provenance & Evidence