Hydrochloric Acid → N-Acetyl-S-methyl-L-cysteine

HRID 325331

Reaktionsgleichung

Reaktionsgleichung von HRID 325331
[CH3:1][S:2][CH2:3][C@@H:4]([C:6]([OH:8])=[O:7])[NH2:5].[C:9](OC(=O)C)(=[O:11])[CH3:10].Cl>[OH-].[Na+]>[CH3:1][S:2][CH2:3][C@@H:4]([C:6]([OH:8])=[O:7])[NH:5][C:9](=[O:11])[CH3:10]

Komponenten

5

Edukt 3

HCID 313Hydrochloric AcidHCID 7918Acetic AnhydrideHCID 24417(-)-S-Methyl-L-cysteine

Produkt 1

HCID 13893975N-Acetyl-S-methyl-L-cysteineAusbeute 89,7 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 14798Sodium HydroxideLösungsmittel

Versuchsvorschrift

A solution of 13.5 g (100 mmole) of S-methyl-L-cysteine dissolved in 210 ml of 1 N sodium hydroxide solution was ice cooled and 10.4 ml (110 mmole) of acetic anhydride was added thereto dropwise. After 2.0 hours at room temperature, the mixture was acidified to pH 1.0 with 6 N hydrochloric acid and extracted with ethyl acetate. The extract was dried over anhydrous magnesium sulfate and concentrated in vacuo to give 15.9 g (89.6% yield) of S-methyl-N-acetyl-L-cysteine as an oil.

Aufarbeitung

  1. temperaturecooled
  2. extractionextracted with ethyl acetate
  3. dry with materialThe extract was dried over anhydrous magnesium sulfate
  4. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-1289b227d0be43a18e1a3d5cb961e5a3
Quelldatensatz
uspto-grants-1984_04
Patentnummer
US04440788

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