6-fluoro-4-oxo-4H-chromene-2-carboxylic acid → 6-Fluoro-3,4-dihydro-2H-1-benzopyran-2-carboxylic acid

HRID 1911954Notes

Reaction equation

HRID 1911954 reaction equation
[F:1][C:2]1[CH:3]=[CH:4][C:5]2[O:10][C:9]([C:11]([OH:13])=[O:12])=[CH:8][C:7](=O)[C:6]=2[CH:15]=1>[Pd].C(O)(=O)C>[F:1][C:2]1[CH:3]=[CH:4][C:5]2[O:10][CH:9]([C:11]([OH:13])=[O:12])[CH2:8][CH2:7][C:6]=2[CH:15]=1

Participants

4

Reactant 1

HCID 40960466-fluoro-4-oxo-4H-chromene-2-carboxylic acid

Product 1

HCID 153828436-Fluoro-3,4-dihydro-2H-1-benzopyran-2-carboxylic acid

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 176Acetic AcidSolvent

Procedure

6-Fluoro-4-oxo-4H-1-benzopyran-2-carboxylic acid (III) was reacted with 10% palladium on carbon in acetic acid as solvent under hydrogen atmosphere to give 6-fluoro-3,4-dihydro-2H-1-benzopyran-2-carboxylic acid (IV) as shown in Reaction-2 given below by a known process (U.S. Pat. No. 4,654,362).

Sources & evidence

ORD record
ord-5649e2659df24f9cb36245c3819c6e14
Source dataset
uspto-grants-2013_12
Patent number
US08604222B2

Reaction notes

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