Hydrochloric Acid → (2S)-1-methyl-5-oxopyrrolidine-2-carboxylic acid

HRID 554079Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 554079
[CH3:1][N:2]1[C:10](=[O:11])[CH2:9][CH2:8][C@H:3]1[C:4]([O:6]C)=[O:5].[OH-].[Na+].Cl>CO.O>[CH3:1][N:2]1[C:10](=[O:11])[CH2:9][CH2:8][C@H:3]1[C:4]([OH:6])=[O:5]

Komponenten

6

Edukt 3

HCID 313Hydrochloric AcidHCID 14798Sodium HydroxideHCID 12361160Methyl (2S)-1-methyl-5-oxoprolinate

Produkt 1

HCID 18649403(2S)-1-methyl-5-oxopyrrolidine-2-carboxylic acidAusbeute 106,9 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 887MethanolLösungsmittelHCID 962WaterLösungsmittel

Versuchsvorschrift

Methyl 1-methyl-5-oxo-prolinate (0.308 g, 1.96 mmol) was dissolved in methanol (˜10 ml) and to this was added a solution of sodium hydroxide (0.157 g, 3.92 mmol) in water (˜10 ml). The mixture was heated at reflux for 3 hrs, then cooled and evaporated to leave a minimal amount of water. This was acidified to pH 1 using 2M aqueous hydrogen chloride. The aqueous layer was washed with dichloromethane and then separated and evaporated to give 1-methyl-5-oxo-proline as a white solid (0.300 g).

Aufarbeitung

  1. temperatureThe mixture was heated
  2. temperatureat reflux for 3 hrs
  3. temperaturecooled
  4. customevaporated
  5. customto leave a minimal amount of water
  6. washThe aqueous layer was washed with dichloromethane
  7. customseparated
  8. customevaporated

Quellen und Nachweise

ORD-Eintrag
ord-c0e5e7788bb447cab389b46f7b8ee996
Quelldatensatz
uspto-grants-2011_11
Patentnummer
US08048907B2

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