Potassium Hydroxide → HCID 66811476, Verbindung

HRID 1099203Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1099203
[C:1]([N:4]1[CH2:8][CH2:7][CH:6]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[C:5]1(C(OCC)=O)[C:15]([O:17]CC)=[O:16])(=[O:3])[CH3:2].[OH-].[K+]>C(O)C>[C:1]([N:4]1[CH2:8][CH2:7][CH:6]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[C@H:5]1[C:15]([OH:17])=[O:16])(=[O:3])[CH3:2]

Komponenten

4

Edukt 2

HCID 14797Potassium HydroxideHCID 11056701HCID 11056701, Verbindung

Produkt 1

HCID 66811476HCID 66811476, VerbindungAusbeute 95 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Reaktionsbedingungen

Temperatur
0 °C

Versuchsvorschrift

To a solution of diethyl 1-acetyl-3-phenylpyrrolidine-2,2-dicarboxylate (110.6 g, 331 mmol) in ethanol (500 ml) was added potassium hydroxide (55.7 g, 993 mmol). The reaction was allowed to stir at reflux for 8 h and was then concentrated. The residue was dissolved in water and extracted with EtOAc. The aqueous layer was cooled to 0° C., carefully acidified to pH 2-3 using conc HCl, and exhaustively extracted with EtOAc. The combined organics were dried over sodium sulfate, filtered, and concentrated in vacuo to yield 1-acetyl-3-phenylproline as a solid (95%).

Aufarbeitung

  1. temperatureat reflux for 8 h
  2. concentrationwas then concentrated
  3. dissolutionThe residue was dissolved in water
  4. extractionextracted with EtOAc
  5. extractionexhaustively extracted with EtOAc
  6. dry with materialThe combined organics were dried over sodium sulfate
  7. filtrationfiltered
  8. concentrationconcentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-5e4bc14cce7b455b89fdc1e26b4266e1
Quelldatensatz
uspto-grants-2012_03
Patentnummer
US08143405B2

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