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Hydrochloric Acid → 2-Methyl-L-cysteine--hydrogen chloride (1/1)

HRID 882318
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 882318
O.[ClH:2].C([S:7][CH2:8][C@@:9]([CH3:14])([C:11]([OH:13])=[O:12])[NH2:10])(C)(C)C>C(O)(C)C>[ClH:2].[CH3:14][C@@:9]([C:11]([OH:13])=[O:12])([CH2:8][SH:7])[NH2:10]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

5

Edukt 3

HCID 313Hydrochloric Acid2×HCID 962WaterHCID 16679762HCID 16679762, Verbindung

Produkt 1

HCID 166797632-Methyl-L-cysteine--hydrogen chloride (1/1)Ausbeute 60 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 3776IsopropanolLösungsmittel

Versuchsvorschrift

First, water (47.6 g) and conc. hydrochloric acid (177.4 g) were added to S-tert-butyl-α-methyl-L-cysteine (25 g, 131 mmol) produced by the method of EXAMPLE 11, and the resultant mixture was refluxed for 41 hours. Furthermore, conc. hydrochloric acid (47.6 g) was added to the mixture, followed by reflux for 3 hours. After the mixture was allowed to cool down to room temperature, isopropyl alcohol (90 mL) was added to the mixture, followed by vacuum concentration. Then, azeotropic dehydration was performed three times using the same amount of isopropyl alcohol. Finally, isopropyl alcohol was added to the residue, and the resultant mixture was concentrated to a volume of about ⅓. Then, the residue was heated to 60° C., and toluene (90 mL) was added to the residue. After the mixture was allowed to cool down to room temperature under stirring, stirring was continued about 1 hour. Then, the precipitated crystals were filtered off, washed with toluene, and dried under reduced pressure to obtain the title compound as a white solid (13.5 g, yield 60.0%).

Aufarbeitung

  1. customproduced by the method of EXAMPLE 11
  2. temperatureby reflux for 3 hours
  3. concentrationfollowed by vacuum concentration
  4. additionFinally, isopropyl alcohol was added to the residue
  5. concentrationthe resultant mixture was concentrated to a volume of about ⅓
  6. temperatureThen, the residue was heated to 60° C.
  7. additiontoluene (90 mL) was added to the residue
  8. temperatureto cool down to room temperature
  9. stirringstirring
  10. filtrationThen, the precipitated crystals were filtered off
  11. washwashed with toluene
  12. customdried under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-acd25e42e8944ae28104e5b1ae245a22
Quelldatensatz
uspto-grants-2015_03
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US08993800B2

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