Tetrabutylammonium Fluoride → HCID 11091194, compound

Participants

Reaction Steps

To a mixture of (2R)-5-t-butyldiphenylsiloxy-2-{[N,N-di(4-fluorophenyl)carbamoyloxy]methyl}-2-hydroxy-1,2,3,4-tetrahydronaphthalene in THF (1 ml) was added 1M-tetra-n-butylammonium fluoride solution in THF (0.77 ml) at room temperature. After stirring for 4 hours, the reaction mixture was partitioned between AcOEt and water. The organic layer was washed with 1N-HCl, water, and evaporated in vacuo. The residue was purified by chromatography on silica gel (25 ml) using a mixture of AcOEt and n-hexane (1:4) to give (2R)-2-{[N,N-di(4-fluorophenyl)carbamoyloxy]methyl}-2,5-dihydroxy-1,2,3,4-tetrahydronaphthalene (0.19 g) as an oil.

Provenance & Evidence