Hydrochloric Acid → HCID 53358832, compound

HRID 1184959Notes

Reaction equation

HRID 1184959 reaction equation
[F:1][CH:2]([F:26])[C:3]1[O:4][C:5]2[C:10]([C:11](=[O:24])[C:12]=1[C:13]1[CH:23]=[CH:22][C:16]([C:17]([O:19]CC)=[O:18])=[CH:15][CH:14]=1)=[CH:9][CH:8]=[C:7]([OH:25])[CH:6]=2.Cl>O1CCOCC1>[F:26][CH:2]([F:1])[C:3]1[O:4][C:5]2[C:10]([C:11](=[O:24])[C:12]=1[C:13]1[CH:14]=[CH:15][C:16]([C:17]([OH:19])=[O:18])=[CH:22][CH:23]=1)=[CH:9][CH:8]=[C:7]([OH:25])[CH:6]=2

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 67367715HCID 67367715, compound

Product 1

HCID 53358832HCID 53358832, compoundYield 13%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

To a mixture of ethyl 4-(2-(difluoromethyl)-7-hydroxy-4-oxo-4H-chromen-3-yl)benzoate (400 mg, 1.16 mmol) in 1,4-dioxane (1 mL) was added Conc. HCl (1 mL). The reaction mixture was heated to reflux overnight. The mixture was cooled to room temperature and filtered. The filtered mass was washed with water (5 mL) 2 times and ethanol (2 mL) and purified by prep-HPLC to afford a white solid (50 mg, 13%).

Workup

  1. temperatureThe reaction mixture was heated
  2. temperatureto reflux overnight
  3. filtrationfiltered
  4. washThe filtered mass was washed with water (5 mL) 2 times and ethanol (2 mL)
  5. custompurified by prep-HPLC

Sources & evidence

ORD record
ord-d4e2eaa8c74448b3ac42e2c8578c71ed
Source dataset
uspto-grants-2014_03
Patent number
US08669381B2

Reaction notes

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