Tetramethylammonium hydroxide → HCID 15219636, compound

HRID 1608472Notes

Reaction equation

HRID 1608472 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][C:7]([S:10]([CH2:13][C:14]([OH:16])=[O:15])(=[O:12])=[O:11])=[CH:6][CH:5]=1)([O-:3])=[O:2].[OH-].[CH3:18][N+:19]([CH3:22])([CH3:21])[CH3:20]>CC(C)=O>[N+:1]([C:4]1[CH:5]=[CH:6][C:7]([S:10]([CH2:13][C:14]([O-:16])=[O:15])(=[O:12])=[O:11])=[CH:8][CH:9]=1)([O-:3])=[O:2].[CH3:18][N+:19]([CH3:22])([CH3:21])[CH3:20]

Participants

4

Reactant 2

HCID 60966Tetramethylammonium hydroxideHCID 2367267[(4-nitrophenyl)sulfonyl]acetic acid

Product 1

HCID 15219636HCID 15219636, compoundYield 91%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

Into a 100 ml flask equipped with magnetic stirrer were placed 2.45 g (0.01 mol) of 4-nitrophenylsulfonylacetic acid and 50 ml of acetone. Stirring was begun and upon dissolution of the acid, 4.0 g of a 25% methanolic solution (i.e., 1.00 g, 0.011 mol) of tetramethylammonium hydroxide was slowly added, dropwise over a 15 min period. A precipitate formed in the dark red solution. Filtration, washing with acetone (10 ml) and drying in air afforded 2.9 g (91%) of tetramethylammonium 4-nitrophenylsulfonylacetate (Compound C1-A1). 1H and 13C NMR were in agreement with the proposed structure.

Workup

  1. customInto a 100 ml flask equipped with magnetic stirrer
  2. additionwas slowly added, dropwise over a 15 min period
  3. customA precipitate formed in the dark red solution
  4. filtrationFiltration
  5. washwashing with acetone (10 ml)
  6. customdrying in air

Sources & evidence

ORD record
ord-7ed7e50a530e410fbeb30eac0c14bc13
Source dataset
uspto-grants-1995_03
Patent number
US05395747

Reaction notes

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