Sodium Hydroxide → 1-[3-(Methylsulfanyl)propyl]-1H-pyrrole

Participants

Reaction Steps

A mixture of 25 g (0.36 mole) 3-(methylthio)-propylamine and 43 g (0.36 mole) 2,5-dimethoxytetrahydrofuran is placed in a 1-liter 3-neck flask equipped with a stirrer, addition funnel, thermometer and condenser, and 200 ml glacial acetic acid is added dropwise with stirring while maintaining the temperature below 20°C. The reaction mixture is refluxed for 30 minutes and, after cooling, it is made basic (pH 9-10) by the addition of 375 ml 30% aqueous sodium hydroxide and steam-distilled for 3 hours.

Provenance & Evidence