Nitric Acid → HCID 18679751, compound

HRID 1633737Notes

Reaction equation

HRID 1633737 reaction equation
S(=O)(=O)(O)O.[F:6][C:7]1[CH:8]=[C:9]2[C:14](=[CH:15][CH:16]=1)[O:13][CH2:12][CH2:11][C:10]2=[O:17].[N+:18]([O-])([OH:20])=[O:19]>O>[F:6][C:7]1[CH:8]=[C:9]2[C:14](=[C:15]([N+:18]([O-:20])=[O:19])[CH:16]=1)[O:13][CH2:12][CH2:11][C:10]2=[O:17]

Participants

5

Reactant 3

HCID 944Nitric AcidHCID 1118Sulfuric Acid2×HCID 27332626-fluoro-2,3-dihydro-4H-1-benzopyran-4-one

Product 1

HCID 18679751HCID 18679751, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
0 °C

Procedure

Concentrated sulfuric acid (5 mL) was cooled to −15° C., treated with 6-fluoro-2,3-dihydro-4H-chromen-4-one (1.0 g, 6.0 mmol), treated with a mixture of 70% nitric acid (1.8 mL) and concentrated sulfuric acid (2.8 mL), stirred at 0° C. for 2 hours and poured into water. The resulting solid was collected by filtration, washed with water and dried under vacuum. Purification of the residue on silica gel eluting with 1:1 ethyl acetate:hexanes provided the title compound.

Workup

  1. filtrationThe resulting solid was collected by filtration
  2. washwashed with water
  3. customdried under vacuum
  4. customPurification of the residue on silica gel eluting with 1:1 ethyl acetate

Sources & evidence

ORD record
ord-d4234b0183be41b59b62d207fb2d4dd6
Source dataset
uspto-grants-2003_01
Patent number
US06503935B1

Reaction notes

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