Methanol → N-methyl-5-hydroxytryptophan methyl ester hydrochloride

Participants

Reaction Conditions

Reaction Steps

The N-methyltryptophan derivative from above (0.711 g, 1.21 mmol) was dissolved in MeOH (10 mL) and thionyl chloride (0.6 mL) was added dropwise. The mixture was heated to 60° C. for 3 h. Volatiles were removed under reduced pressure and the residue triturated with TBME (25 mL). The precipitated white solid was collected, washed with TBME and dried to give N-methyl-5-hydroxytryptophan methyl ester hydrochloride (0.339 g): MS (ES+) m/z 249 (MH+).

Provenance & Evidence