Water → HCID 86644963, compound

Participants

Reaction Steps

A reaction flask was charged with 53.2 g of sodium 2-(adamantan-1-yl)-1,1-difluoroethane-1-sulfonate and 54.9 g of triphenylsulfonium bromide. After the addition of 500 ml of ion-exchanged water and 500 ml of dichloromethane, the mixture was stirred at room temperature for one hour. The organic layer was separated, and washed five times with 500 ml of ion-exchanged water. The solvent was then removed to obtain 78.1 g of triphenylsulfonium 2-(adamantan-1-yl)-1,1-difluoroethane-1-sulfonate. The resulting triphenylsulfonium 2-(adamantan-1-yl)-1,1-difluoroethane-1-sulfonate was analyzed by 1H-NMR (“JNM-EX270” manufactured by JEOL Ltd.) (solvent: deuterated water). The chemical shift was 1H-NMR [σ ppm (D2O): 1.64-1.76 (12H, m), 1.92-2.10 (5H, m), 7.76-7.89 (15H, m)] and 19F-NMR [σ ppm (DMSO-d6): 58.82 (m)] (the peak of sodium 3-trimethylsilylpropionate-2-2,2,3,3-d4 (1H-NMR) or the peak of hexafluorobenzene (19F-NMR) was determined to be 0 ppm). This indicates that the target compound was obtained. The purity was 99 wt % or higher.

Provenance & Evidence