2,3-Dinitrophenol → Sodium dinitrophenolate

HRID 874858

Reaction equation

HRID 874858 reaction equation
[N+:1]([C:4]1[C:5]([N+:11]([O-:13])=[O:12])=[C:6]([OH:10])[CH:7]=[CH:8][CH:9]=1)([O-:3])=[O:2].[H-].[Na+:15]>C(Cl)Cl.C1COCC1>[N+:1]([C:4]1[C:5]([N+:11]([O-:13])=[O:12])=[C:6]([O-:10])[CH:7]=[CH:8][CH:9]=1)([O-:3])=[O:2].[Na+:15]

Participants

5

Reactant 2

HCID 61912,3-Dinitrophenol2×HCID 24758Sodium hydride2×

Product 1

HCID 86649331Sodium dinitrophenolate

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 8028TetrahydrofuranSolvent

Procedure

A commercially available dinitrophenol (10.0 g, 54.3 mmol) was dissolved in 250 mL of methylenechloride, and water was removed on anhydrous magnesium sulfate. Solvent was removed by filtration under the reduced pressure. After the anhydrous dinitrophenol (10.0 g, 54.3 mmol) was dissolved in anhydrous THF (300 mL), NaH(0.782 g, 32.6 mmol) was added slowly. After all NaH was added, the solution was stirred for 3 hrs. Solvent was removed under reduced pressure to obtain 60 mol % sodium dinitrophenolate.

Workup

  1. customwater was removed on anhydrous magnesium sulfate
  2. customSolvent was removed by filtration under the reduced pressure
  3. customSolvent was removed under reduced pressure

Sources & evidence

ORD record
ord-78caba6b75c74ec3a160798edf318d05
Source dataset
uspto-grants-2015_03
Patent number
US08981043B2

Linked notes

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