Triethylamine → 9-Methanesulfonyl-1-nonene

Participants

Reaction Conditions

Reaction Steps

This example illustrates a synthesis procedure for 1-(8,9-dihydroxynonyl)-3,7-dimethylxanthine (CT1561). The synthesis began by adding a solution of 8-nonene-1-ol (1.50 g, 10.5 mmol) in dichloromethane (100 ml) at 0° C. to methanesulfonyl chloride (1.20 g, 813 μl, 10.5 mmol), followed by triethylamine (1.59 g, 15.8 mmol). After stirring for 1 hr at 0° C., the reaction mixture was allowed to warm to room temperature. The reaction mixture was poured into 100 ml of water and extracted with dichloromethane (3×50 ml). The organic portions were combined, dried with sodium sulfate, and evaporated to give 9-methanesulfonyl-1-nonene as a yellow oil (2.25 g, 97% yield, which was used without further purification.

Provenance & Evidence