Trifluoroacetic acid → HCID 68512974, Verbindung

HRID 1716268Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1716268
C(OC(=O)[NH:7][C@@H:8]1[CH2:14][CH:13]=[CH:12][CH2:11][N:10]([O:15][CH2:16][C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[C:9]1=[O:23])(C)(C)C.FC(F)(F)C(O)=O>ClCCl>[NH2:7][C@@H:8]1[CH2:14][CH:13]=[CH:12][CH2:11][N:10]([O:15][CH2:16][C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[C:9]1=[O:23]

Komponenten

4

Edukt 2

HCID 6422Trifluoroacetic acidHCID 68514761(1-benzyloxy-2-oxo-2,3,4,7-tetrahydro-1H-azepin-3-(R)-yl)-carbamic acid tert-butyl ester

Produkt 1

HCID 68512974HCID 68512974, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

To a solution of 4.14 g (12.45 mmoles) of (1-benzyloxy-2-oxo-2,3,4,7-tetrahydro-1H-azepin-3-(R)-yl)-carbamic acid tert-butyl ester from Step C in 30 mL of dichloromethane was added 20 mL of trifluoroacetic acid. The reaction mixture was stirred for two hours at room temperature, and the solvent was removed under vacuum. Next, the reaction mixture was diluted in dichloromethane, and neutralized with NaHCO3(s). The reaction mixture was then extracted with NaHCO3(aq.) and NaCl (aq.) solutions. The aqueous layers were re-extracted with dichloromethane twice, and the organic layers combined and dried over Na2SO4(s). Filtration and solvent removal gave 3.685 g of a purple, viscous oil. MS: 465 (2M+H), 233 (M+H).

Aufarbeitung

  1. customthe solvent was removed under vacuum
  2. additionNext, the reaction mixture was diluted in dichloromethane
  3. extractionThe reaction mixture was then extracted with NaHCO3(aq.) and NaCl (aq.) solutions
  4. extractionThe aqueous layers were re-extracted with dichloromethane twice
  5. dry with materialdried over Na2SO4(s)
  6. filtrationFiltration and solvent removal
  7. customgave 3.685 g of a purple, viscous oil

Quellen und Nachweise

ORD-Eintrag
ord-844f4b9d7272457f953544733d0bb126
Quelldatensatz
uspto-grants-2010_09
Patentnummer
US07803793B2

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