Methylamine → (βS)-β-Hydroxy-N-methyl-2-thiophenepropanamide

Participants

Reaction Conditions

Reaction Steps

115 g of methyl (3S)-3-hydroxy-3-(2-thienyl)propanoate are initially charged and admixed with 618 ml of a 2 molar methanolic methylamine solution. This mixture is stirred at 60° C. for 4 h, cooled and then concentrated under reduced pressure. In this way, 118 g of N-methyl-(3S)-3-hydroxy-3-(2-thienyl)propanamide (purity 86%; 88% of theory) are obtained. The crude product may be used in the next stage or else recrystallized from methylene chloride and hexane. This delivered 93 g of N-methyl-(3S)-3-hydroxy-3-(2-thienyl)propanamide (76% of theory) as white crystals. As an alternative, the purification may also be done by distillation.

Provenance & Evidence