Methyl p-toluenesulfonate → Trimethylammonium acetonitrile p-toluene sulphonate

HRID 1198374

Reaktionsgleichung

Reaktionsgleichung von HRID 1198374
[CH3:1][N:2]([CH2:4][C:5]#N)[CH3:3].O=[Al]O[Al]=O.[C:12]1([CH3:23])[CH:17]=[CH:16][C:15]([S:18]([O:21]C)(=[O:20])=[O:19])=[CH:14][CH:13]=1>C(#N)C>[C:12]1([CH3:23])[CH:13]=[CH:14][C:15]([S:18]([O-:21])(=[O:19])=[O:20])=[CH:16][CH:17]=1.[C:4](#[N:2])[CH3:5].[CH3:1][NH+:2]([CH3:4])[CH3:3]

Komponenten

5

Edukt 3

HCID 6645Methyl p-toluenesulfonateHCID 14769CorundumHCID 61237Dimethylaminoacetonitrile

Produkt 1

HCID 86747517Trimethylammonium acetonitrile p-toluene sulphonateAusbeute 156,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6342AcetonitrileLösungsmittel

Versuchsvorschrift

Dimethylamino acetonitrile (4.2 g, 0.05 mole) was dissolved in dry acetonitrile (50 ml) in a 100 ml RB flask provided with condenser, calcium chloride drying tube, and anti-bumping granules. Methyl p-toluene sulphonate (9.3 g, 0.05 mole) was added and the solution refluxed for 5 hours. The flask was cooled in ice, and the white solid crystalline solid filtered off, washed with ice-cold dry acetonitrile and then vacuum-dried to give 10.65 g of product, yield 78.8%: 'H NMR (σ, D2O) 2.4 (s, 3H, CH3 -Ar), 3.4 (s, 9H, (CH3)3N+), 7.4+7.7 (dd, 4H, ArH) ppm.

Aufarbeitung

  1. customprovided with condenser, calcium chloride drying tube
  2. temperaturethe solution refluxed for 5 hours
  3. temperatureThe flask was cooled in ice
  4. filtrationthe white solid crystalline solid filtered off
  5. washwashed with ice-cold dry acetonitrile
  6. customvacuum-dried

Quellen und Nachweise

ORD-Eintrag
ord-3fca524de6534acb96eea806ed5c0a98
Quelldatensatz
uspto-grants-1994_01
Patentnummer
US05281361

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