Réaction #2482550

Équation de réaction

N-(1-tert-butyldimethylsilyloxy-2(R)-phenylethan-2-yl)-3-iodobenzthiamide

tetrabutyl-ammonium fluoride

→

4,5-dihydro-2-(3-iodophenyl)-4(R)-phenylthiazole

Rendement 42.1%

Solvants

THF

Conditions de réaction

Traitement

1. 1
   Autresolvent removed by evaporation
2. 2
   Autrethe resulting residue was purified by column chromatography on silica gel eluting with ethyl acetate/n-hexane (=1:7)

Mode opératoire

To a solution of N-(1-tert-butyldimethylsilyloxy-2(R)-phenylethan-2-yl)-3-iodobenzthiamide (8.1 g, 16 mmol) in THF (70 ml) was added dropwise tetrabutyl-ammonium fluoride (1M in THF, 21 ml). The reaction mixture was stirred at room temperature for 4 hours, solvent removed by evaporation and the resulting residue was purified by column chromatography on silica gel eluting with ethyl acetate/n-hexane (=1:7) to afford 4,5-dihydro-2-(3-iodophenyl)-4(R)-phenylthiazole (2.46 g, 41%).

Source