Water → 3-Methanesulfonyl-2-(2,4,6-trimethylphenyl)acrylonitrile

HRID 1383304

Reaktionsgleichung

Reaktionsgleichung von HRID 1383304
O[CH:2]=[C:3]([C:6]1[C:11]([CH3:12])=[CH:10][C:9]([CH3:13])=[CH:8][C:7]=1[CH3:14])[C:4]#[N:5].[CH3:15][S:16](Cl)(=[O:18])=[O:17].O>N1C=CC=CC=1>[CH3:15][S:16]([CH:2]=[C:3]([C:6]1[C:11]([CH3:12])=[CH:10][C:9]([CH3:13])=[CH:8][C:7]=1[CH3:14])[C:4]#[N:5])(=[O:18])=[O:17]

Komponenten

5

Edukt 3

HCID 962WaterHCID 31297Methanesulfonyl chlorideHCID 701428183-Hydroxy-2-(2,4,6-trimethylphenyl)acrylonitrile

Produkt 1

HCID 536820093-Methanesulfonyl-2-(2,4,6-trimethylphenyl)acrylonitrileAusbeute 105,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1049PyridineLösungsmittel

Versuchsvorschrift

A solution of intermediate 1 (1 g) in 10 ml pyridine was cooled to 0° C. under nitrogen and then treated with methanesulfonyl chloride (0.67 g) with good stirring. The solution was allowed to come to room temperature and stirred for 1 hour. The reaction mixture was poured into water and extracted with ethyl acetate. The organic phase was washed with 1M HCl, water and brine, dried (MgSO4) and concentrated to give 3-methanesulfonyl-2-(2,4,6-trimethylphenyl)acrylonitrile (intermediate 2) as a brown solid (1.4 g).

Aufarbeitung

  1. customto come to room temperature
  2. extractionextracted with ethyl acetate
  3. washThe organic phase was washed with 1M HCl, water and brine
  4. dry with materialdried (MgSO4)
  5. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-af568a6e2a924fa6b7619dfae69a4515
Quelldatensatz
uspto-grants-2001_07
Patentnummer
US06255310B1

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