Tetrabutylammonium Fluoride → HCID 12085945, compound

Participants

Reaction Steps

A solution of 1M TBAF in THF (2.8 ml, 2.82 mmol) and toluene-4-sulfonic acid 4-[6-(2-pyrrolidin-1-yl-ethoxy)-2-trifluoroacetyl-1,2,3,4-tetrahydroisoquinolin-1-yl]phenyl ester (0.415 g, 0.71 mmol) in anhydrous THF (50 ml) was refluxed under N2 for 18 hr, then concentrated in vacuo to a green oil. This was suspended in sat. NaHCO3 solution (25 ml), then extracted with EtOAc (3×40 ml). The combined extracts were dried over MgSO4 and concentrated in vacuo to give 0.566 g of green oil. Purification by flash chromatography, eluting with EtOAc:MeOH (8:2) gave 0.241 g (79% yield) of yellow oil.

Provenance & Evidence