Reaktion #216226

Reaktionsgleichung

6-hydroxy-4-isopropyl-2-phenylthiomethylsaccharin

triphenylphosphine

2-benzyloxyethanol

triphenylphosphine

→

2-phenylthiomethylsaccharin

Lösungsmittel

THF

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigethe solvent was removed in vacuo
2. 2
   Sonstigethe residue was purified by column chromatography on silica eluting with 20% EtOAc/hexane

Vorschrift

To a solution of 6-hydroxy-4-isopropyl-2-phenylthiomethylsaccharin (2.0 g, 5.5 mol) in THF (40 mL) were added triphenylphosphine (1.46 g, 5.56 mmol), 2-benzyloxyethanol (0.87g, 5.71 mmol) and triphenylphosphine (0.99 g, 5.68 mmol). The mixture was stirred at room temperature for 16 hours, the solvent was removed in vacuo and the residue was purified by column chromatography on silica eluting with 20% EtOAc/hexane to afford 2.1 g (77%) of 4-isopropyl-6-[2-benzyloxy)ethoxy]-2-phenylthiomethylsaccharin, m.p. 98°-99° C.

Quelle