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Hydrochloric Acid → 4-Aminocyclopent-2-ene-1-carboxylic acid

HRID 1492075
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1492075
[CH:1]12[CH2:7][CH:4]([CH:5]=[CH:6]1)[C:3](=[O:8])[NH:2]2.Cl.C(OCC)(=[O:12])C>C(O)C>[NH2:2][C@@H:1]1[CH2:7][C@H:4]([C:3]([OH:8])=[O:12])[CH:5]=[CH:6]1
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

5

Edukt 3

HCID 313Hydrochloric AcidHCID 8857Ethyl AcetateHCID 5486782-Azabicyclo(2.2.1)hept-5-en-3-one

Produkt 1

HCID 100346434-Aminocyclopent-2-ene-1-carboxylic acidAusbeute 61,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

To 4.58 g (42 mmol) of (±)-2-azabicyclo[2.2.1]hept-5-en-3-one, 190 ml of 1N hydrochloric acid was added, and the mixture was refluxed for 2 hours with heating. The solvent was evaporated, and the resulting white crystals were washed with 30 ml of acetone, followed by drying to give 6.59 g of crude crystals of the subject (+)ACP acid. This crude crystals were dissolved in ethanol (20 ml) with heating, and thereafter ethyl acetate (85 ml) was added to the resulting solution, followed by cooling to room temperature. The crystals thus deposited were filtrated to give 4.26 g (25.7 mmol; yield: 61.2%) of the subject (+)ACP acid (melting point: 169-172° C.).

Aufarbeitung

  1. temperaturethe mixture was refluxed for 2 hours
  2. temperaturewith heating
  3. customThe solvent was evaporated
  4. washthe resulting white crystals were washed with 30 ml of acetone
  5. customby drying
  6. customto give 6.59 g of crude crystals of the subject (+)ACP acid
  7. temperaturewith heating
  8. filtrationThe crystals thus deposited were filtrated

Quellen und Nachweise

ORD-Eintrag
ord-496560b51f204c7ea0807dbfdbb64643
Quelldatensatz
uspto-grants-1994_12
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US05371282

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