Propylene Oxide → Cis-4-Hydroxy-D-Proline

HRID 1976229Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1976229
Cl.[OH:2][C@H:3]1[CH2:7][NH:6][C@@H:5]([C:8]([OH:10])=[O:9])[CH2:4]1.C1OC1C>C(O)C>[OH:2][C@H:3]1[CH2:7][NH:6][C@@H:5]([C:8]([OH:10])=[O:9])[CH2:4]1

Komponenten

4

Edukt 2

HCID 6378Propylene OxideHCID 12310682(2R,4R)-4-hydroxypyrrolidine-2-carboxylic acid hydrochloride

Produkt 1

HCID 440014Cis-4-Hydroxy-D-ProlineAusbeute 85,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

To a solution of 4.5 g of cis-4-hydroxy-D-proline hydrochloride in 300 ml of ethanol, there was added 13.1 g of propylene oxide at room temperature and then the mixture was heated under refluxing for one hour. After allowing the reaction liquid to cool, the crystals precipitated were filtered off, washed with ethanol and then dried to give 3.0 g (yield 85.4%) of the title compound.

Aufarbeitung

  1. temperaturethe mixture was heated
  2. temperatureunder refluxing for one hour
  3. customthe reaction liquid
  4. temperatureto cool
  5. customthe crystals precipitated
  6. filtrationwere filtered off
  7. washwashed with ethanol
  8. customdried

Quellen und Nachweise

ORD-Eintrag
ord-3f26763b80a24a19a92ac78a613c5999
Quelldatensatz
uspto-grants-2001_05
Patentnummer
US06225306B1

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