Hydrochloric Acid → trans-1-Benzoyl-4-phenyl-l-proline

HRID 1165965

Reaktionsgleichung

Reaktionsgleichung von HRID 1165965
[Cl-].[Cl-].[Cl-].[Al+3].[C:5]([N:13]1[CH2:20][C@@H:19](F)[CH2:18][C@H:14]1[C:15]([OH:17])=[O:16])(=[O:12])[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1.Cl>C1C=CC=CC=1>[C:5]([N:13]1[CH2:20][C@H:19]([C:6]2[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=2)[CH2:18][C@H:14]1[C:15]([OH:17])=[O:16])(=[O:12])[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1

Komponenten

5

Edukt 3

HCID 313Hydrochloric AcidHCID 6451240Aluminum(III) ChlorideHCID 14584914(cis)-1-Benzoyl-4-fluoro-L-proline

Produkt 1

HCID 46864073trans-1-Benzoyl-4-phenyl-l-proline

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 241BenzeneLösungsmittel

Versuchsvorschrift

A suspension of aluminum trichloride (191 mg, 1.43 mmole) in benzene (5 ml) was stirred under argon and treated with Part B (cis)-N-benzoyl-4-fluoro-L-proline (100 mg, 0.42 mmole). The reaction was stirred at room temperature for 20 hours, cooled to 0° C. and hydrolyzed with 1N HCl. The layers were separated and the aqueous layer was extracted with ethyl acetate. The organic extracts were combined, washed with brine, dried and concentrated. The residue consisted of

Aufarbeitung

  1. stirringThe reaction was stirred at room temperature for 20 hours
  2. customThe layers were separated
  3. extractionthe aqueous layer was extracted with ethyl acetate
  4. washwashed with brine
  5. customdried
  6. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-5d1c8a6155244098807a146718398f92
Quelldatensatz
uspto-grants-1990_03
Patentnummer
US04912231

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