Phosphorus tribromide → N-(4-iso-propylbenzenesulfonyl)-alpha-(4-bromomethyl-2-n-propylphenoxy)-3,4-methylenedioxyphenylacetamide

Participants

Reaction Steps

To a solution of 0.200 g (0.381 mmol) of the product of Example 65 dissolved in 1.5 mL of diethyl ether was added 0.837 mL (0.837 mmole) of 1.0M phosphorus tribromide in methylene chloride solution under nitrogen at 0° C. The reaction mixture was stirred at 0° C. for 2 hours when TLC analysis (80:15:1 CHCl3 -MeOH-NH4OH) indicated that the reaction was nearly complete. The reaction was quenched at 0° C. with water and then partitioned with EtOAc. The aqueous portion was separated and the EtOAc portion was washed with brine (2×10 mL). The EtOAc portion was then dried over MgSO4, filtered, evaporated to a residue, and then used in the next step of the reaction scheme.

Provenance & Evidence