Water → 1-(1-Isocyanoethanesulfonyl)-4-methylbenzene

HRID 570820Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 570820
[C:1]1([CH3:13])[CH:6]=[CH:5][C:4]([S:7]([CH2:10][N+:11]#[C-:12])(=[O:9])=[O:8])=[CH:3][CH:2]=1.[CH3:14]I.[OH-].[Na+].O>ClCCl>[C:1]1([CH3:13])[CH:2]=[CH:3][C:4]([S:7]([CH:10]([N+:11]#[C-:12])[CH3:14])(=[O:8])=[O:9])=[CH:5][CH:6]=1

Komponenten

6

Edukt 4

HCID 962WaterHCID 6328Methyl iodideHCID 14798Sodium HydroxideHCID 161915Tosylmethyl isocyanide

Produkt 1

HCID 110528851-(1-Isocyanoethanesulfonyl)-4-methylbenzeneAusbeute 99,5 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To a solution of toluene-4-sulfonylmethylisocyanide (15 g), methyl iodide (109 g) benzyl trimethyl ammonium chloride (3.5 g) in dichloromethane (300 mL) was added 5 mol/L aqueous sodium hydroxide solution (307 mL) under ice cooling, and this mixture was stirred at same temperature for 2 hours. To this reaction mixture was added water and this mixture was extracted with diethyl ether. This organic layer was washed with water and brine, and dried over anhydrous magnesium sulfate. The solvent was removed under reduced pressure to give the title compound (16 g).

Aufarbeitung

  1. extractionthis mixture was extracted with diethyl ether
  2. washThis organic layer was washed with water and brine
  3. dry with materialdried over anhydrous magnesium sulfate
  4. customThe solvent was removed under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-9ac30c72c78f4f89b5b995e75e743155
Quelldatensatz
uspto-grants-2015_05
Patentnummer
US09023882B2

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