Selectfluor → HCID 46218814, compound
Reaction equation
[B-](F)(F)(F)F.[B-](F)(F)(F)F.C1[N+]2(CCl)CC[N+]([F:21])(CC2)C1.[O:22]1[CH2:27][CH2:26][CH:25]([C:28]2[CH:33]=[CH:32][C:31]([OH:34])=[CH:30][C:29]=2[OH:35])[CH2:24][CH2:23]1>C(#N)C>[F:21][C:32]1[CH:33]=[C:28]([CH:25]2[CH2:24][CH2:23][O:22][CH2:27][CH2:26]2)[C:29]([OH:35])=[CH:30][C:31]=1[OH:34]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
3.65 g of N-fluoro-N′-(chloromethyl)triethylenediamine bis(tetrafluoroborate) are added to a solution of 2 g of 4-(tetrahydropyran-4-yl)benzene-1,3-diol (Example 1) in 20 ml of acetonitrile at 0° C. The reaction mixture is stirred for 16 hours at ambient temperature. The reaction mixture is extracted with ethyl acetate, and the organic phases are washed and then dried over sodium sulphate. The residue is chromatographed on silica gel (9/1 heptane/ethyl acetate). 200 mg of 4-fluoro-6-(tetrahydropyran-4-yl)benzene-1,3-diol are obtained. Yield=10%.