7-fluoro-2H-chromene → 7-Fluorochroman
Reaction equation
[F:1][C:2]1[CH:11]=[CH:10][C:5]2[CH:6]=[CH:7][CH2:8][O:9][C:4]=2[CH:3]=1.[H][H]>[Pd].C(O)C>[F:1][C:2]1[CH:11]=[CH:10][C:5]2[CH2:6][CH2:7][CH2:8][O:9][C:4]=2[CH:3]=1Participants
5
Reactant 2
Product 1
Reagents, catalysts & solvents 2
Procedure
A mixture of 12.1 grams (0.081 mole) of 7-fluoro-2H-1-benzopyran and a catalytic amount of 5% palladium on carbon in about 200 mL of ethanol was shaken in a Parr hydrogenator until the theoretical amount of hydrogen gas was taken up. After this time the reaction mixture was filtered and concentrated under reduced pressure, yielding 10.5 grams of 3,4-dihydro-7-fluoro-2H-1-benzopyran. The NMR spectrum was consistent with the proposed structure.
Workup
- filtrationAfter this time the reaction mixture was filtered
- concentrationconcentrated under reduced pressure
Sources & evidence
- ORD record
- ord-464cc3987a914093b3ef2887855b0806
- Source dataset
- uspto-grants-1996_05
- Patent number
- US05521147
Reaction notes
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