Pyridine → HCID 15157157, compound

Participants

Reaction Conditions

Reaction Steps

To a 0° C. solution of 19.7 g (75 mmol) in 350 mL of toluene was added dropwise over 5 minutes 3.8 mL (74 mmol) of bromine. This was stirred for 50 minutes at which time a solution of 21.0 g (75 mmol) of dimethyl [2-(hydroxy)ethylphenoxy] (1,1,2-trimethylpropyl) silane and 6.1 mL (75 mmol) of pyridine in 100 mL of toluene was added dropwise over 10 minutes. The reaction mixture was allowed to warm slowly to 18° C. over 4.3 hours. The mixture was cooled to 0° C. and diluted with 500 mL hexane. The solids were removed by filtration and the filtrate was concentrated in vacuo. The residue was diluted with 500 mL hexane, chilled and passed through a silica gel column. Elution with hexane gave 11.7 g of pure title A bromide.

Provenance & Evidence