Ammonia → 2-(Diphenylphosphanyl)-6-methoxypyridine

Participants

Reaction Conditions

Reaction Steps

2.7 g Sodium was added to 100 ml liquid ammonia at -80° C., and then 15.2 g of triphenylphosphine was added in 6 portions with stirring. The solution was slowly warmed to -40° C., kept at that temperature for 30 min. and then cooled again to -80° C. Then, 3.1 g of ammonium chloride was added to the stirred solution, followed by 10.9 g of 2-bromo-6-methoxypyridine in three portions. The cooling bath was removed and the ammonia was allowed to evaporate. The residue was worked up with water/dichloromethane as described in Preparation 1. Crystallization from hexane afforded 7 g of a somewhat impure product (characterized by 31P NMR:δp =-4.4 ppm) which was used as such in the following Examples.

Provenance & Evidence