Tetrahydrofuran → HCID 68685323, compound

HRID 1715309Notes

Reaction equation

HRID 1715309 reaction equation
[H-].[Na+].O1CCCC1.F[C:9]1[CH:14]=[C:13]([F:15])[CH:12]=[CH:11][C:10]=1[N+:16]([O-:18])=[O:17].[F:19][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][C:21]=1[OH:26]>O>[F:15][C:13]1[CH:12]=[CH:11][C:10]([N+:16]([O-:18])=[O:17])=[C:9]([O:26][C:21]2[CH:22]=[CH:23][CH:24]=[CH:25][C:20]=2[F:19])[CH:14]=1

Participants

6

Reactant 4

HCID 8028TetrahydrofuranHCID 97072-FluorophenolHCID 24758Sodium hydrideHCID 679672,4-Difluoronitrobenzene

Product 1

HCID 68685323HCID 68685323, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

With cooling with ice, 377 mg of sodium hydride (30% liquid paraffin added) was added to a tetrahydrofuran solution of 2,4-difluoro-1-nitrobenzene (1 g), and then o-fluorophenol (775 mg) was added, and stirred at room temperature for 2 hours. Water was added, then extracted with ethyl acetate, and the organic layer was washed with saturated saline water. After dried, the solvent was evaporated away under reduced pressure, and the residue was purified by silica gel column chromatography (developing solvent: hexane/ethyl acetate) to obtain the entitled compound.

Workup

  1. extractionextracted with ethyl acetate
  2. washthe organic layer was washed with saturated saline water
  3. customAfter dried
  4. customthe solvent was evaporated away under reduced pressure
  5. customthe residue was purified by silica gel column chromatography (developing solvent: hexane/ethyl acetate)
  6. customto obtain the entitled compound

Sources & evidence

ORD record
ord-065a7f6653f64226a9f641a16820aecb
Source dataset
uspto-grants-2010_09
Patent number
US07799820B2

Reaction notes

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