Maleic Acid → HCID 67233566, compound

HRID 537704Notes

Reaction equation

HRID 537704 reaction equation
[CH3:1][O:2][Si:3]([CH2:8][CH2:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][N:11]=1)([O:6][CH3:7])[O:4][CH3:5].[C:16]([OH:23])(=[O:22])/[CH:17]=[CH:18]\[C:19]([OH:21])=[O:20]>CO>[C:16]([O-:23])(=[O:22])/[CH:17]=[CH:18]\[C:19]([O-:21])=[O:20].[CH3:1][O:2][Si:3]([CH2:8][CH2:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][NH+:11]=1)([O:6][CH3:7])[O:4][CH3:5].[CH3:1][O:2][Si:3]([CH2:8][CH2:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][NH+:11]=1)([O:6][CH3:7])[O:4][CH3:5]

Participants

4

Reactant 2

HCID 444266Maleic AcidHCID 27605062-(Trimethoxysilylethyl)pyridine

Product 1

HCID 67233566HCID 67233566, compound

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent2×

Procedure

5.0 g of 2-(trimethoxysilylethyl)pyridine and 18 g of methanol were charged into a 100 mL flask to be dissolved. While stirring the resultant mixed solution with a magnetic stirrer, to the mixed solution, a solution in which 3.8 g of maleic acid was dissolved in 24 g of methanol was gradually added at room temperature in a nitrogen atmosphere. The reaction mixture was stirred for half a day and therefrom, methanol was distilled off under reduced pressure. The resultant concentrate was dropped into 100 mL of diethyl ether and therefrom, 2-(trimethoxysilylethyl)pyridine and maleic acid as by-products were removed. This purification was repeated three times and then remaining diethyl ether was distilled off under reduced pressure, followed by dissolving the resultant concentrate in methanol to obtain a 30% methanol solution of 2-(trimethoxysilylethyl)pyridinium maleate.

Workup

  1. dissolutionto be dissolved
  2. additionmixed solution with a magnetic stirrer
  3. additionwas gradually added at room temperature in a nitrogen atmosphere
  4. stirringThe reaction mixture was stirred for half a day
  5. distillationmethanol was distilled off under reduced pressure
  6. concentrationThe resultant concentrate
  7. additionwas dropped into 100 mL of diethyl ether
  8. custom2-(trimethoxysilylethyl)pyridine and maleic acid as by-products were removed
  9. customThis purification
  10. distillationremaining diethyl ether was distilled off under reduced pressure
  11. dissolutionby dissolving the resultant
  12. concentrationconcentrate in methanol

Sources & evidence

ORD record
ord-6975adc4a7c243ba93174d8694f76618
Source dataset
uspto-grants-2014_10
Patent number
US08864894B2

Reaction notes

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