Sodium hydride → HCID 23676784, compound

HRID 1492711Notes

Reaction equation

HRID 1492711 reaction equation
[H-].[Na+:2].O=C1CCCC1C(OCC)=O.F[N+:15]1[C:20]([CH3:21])=[CH:19][C:18]([CH3:22])=[CH:17][C:16]=1[S:23]([O-:26])(=[O:25])=[O:24]>O1CCCC1>[CH3:22][C:18]1[CH:19]=[C:20]([CH3:21])[N:15]=[C:16]([S:23]([O-:26])(=[O:24])=[O:25])[CH:17]=1.[Na+:2]

Participants

5

Reactant 3

HCID 24758Sodium hydrideHCID 69136Ethyl 2-oxocyclopentanecarboxylateHCID 27373131-Fluoro-4,6-dimethylpyridin-1-ium-2-sulfonate

Product 1

HCID 23676784HCID 23676784, compoundYield 85.3%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

In an inert gas atmosphere, to a mixture of sodium hydride (120 mg, 3 mmol) and tetrahydrofuran (6 ml), ethyl 2-oxocyclopentanecarboxylate (445 μl, 3 mmol) was added and then N-fluoro-4,6-dimethylpyridinium-2-sulfonate (615 mg) was added while cooling with ice, followed by stirring at room temperature for 1.5 hours. The reaction mixture was filtrated and the obtained crystal was washed with tetrahydrofuran and ethyl ether successively to obtain sodium 4,6-dimethylpyridine-2-sulfonate (535 mg). Yield, 85%.

Workup

  1. additionwas added
  2. temperaturewhile cooling with ice
  3. filtrationThe reaction mixture was filtrated
  4. washthe obtained crystal was washed with tetrahydrofuran and ethyl ether successively

Sources & evidence

ORD record
ord-fa3a978dac2b4a77a948a40c2de944d4
Source dataset
uspto-grants-1994_12
Patent number
US05374732

Reaction notes

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