Sulfuric Acid → Methyl 6-fluoro-1-oxo-1H-2-benzopyran-4-carboxylate

HRID 2233395Notes

Reaction equation

HRID 2233395 reaction equation
[F:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[C:8](=[O:12])[O:7][C:6](=O)/[C:5]/2=[CH:14]\[O:15][CH3:16].S(=O)(=O)(O)[OH:18]>CO>[F:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[C:8](=[O:12])[O:7][CH:6]=[C:5]2[C:14]([O:15][CH3:16])=[O:18]

Participants

4

Reactant 2

HCID 1118Sulfuric AcidHCID 59295976HCID 59295976, compound

Product 1

HCID 53429436Methyl 6-fluoro-1-oxo-1H-2-benzopyran-4-carboxylate

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Conditions

Temperature
45 °C

Procedure

To a suspension of (4Z)-6-fluoro-4-(methoxymethylene)-1H-isochromene-1,3(4H)-dione (1.30 g) in methanol (20 ml) was slowly added sulfuric acid (1.5 ml). The mixture was heated at 40-50° C. for 3 h. As the reaction proceeded the sub-title compound crystallized out. The reaction was cooled to room temperature and a white solid was collected by filtration and washed with cold methanol.

Sources & evidence

ORD record
ord-87d861f5f6634496a84386cd75ce3f3b
Source dataset
uspto-grants-2010_05
Patent number
US07709500B2

Reaction notes

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