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Ethyl 3-(4-tert-butoxycarbonylaminocyclohex-1-enyl)benzoate → Ethyl 3-(4-aminocyclohex-1-enyl)benzoate

HRID 1425297
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 1425297
C(OC([NH:8][CH:9]1[CH2:14][CH2:13][C:12]([C:15]2[CH:16]=[C:17]([CH:23]=[CH:24][CH:25]=2)[C:18]([O:20][CH2:21][CH3:22])=[O:19])=[CH:11][CH2:10]1)=O)(C)(C)C>Cl.O1CCOCC1>[NH2:8][CH:9]1[CH2:14][CH2:13][C:12]([C:15]2[CH:16]=[C:17]([CH:23]=[CH:24][CH:25]=2)[C:18]([O:20][CH2:21][CH3:22])=[O:19])=[CH:11][CH2:10]1
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

3

Edukt 1

HCID 67548489Ethyl 3-(4-tert-butoxycarbonylaminocyclohex-1-enyl)benzoate

Produkt 1

HCID 67549303Ethyl 3-(4-aminocyclohex-1-enyl)benzoateAusbeute 57,8 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 204431481,4-Dioxane hydrochlorideLösungsmittel

Versuchsvorschrift

A 4 N hydrochloric acid/1,4-dioxane solution (20 mL) was added to ethyl 3-(4-tert-butoxycarbonylaminocyclohex-1-enyl)benzoate obtained in Example (195b) (510 mg, 1.48 mmol). The mixture was stirred at room temperature for one hour, and the solvent was evaporated under reduced pressure. The resulting residue was dissolved in methanol. Amberlite IRA-400(Cl) ion exchange resin (20 g) was added, and the mixture was stirred at room temperature for one hour. Amberlite was filtered off, and then the solution was concentrated under reduced pressure to obtain 210 mg of the title compound as a colorless oily substance.

Aufarbeitung

  1. customthe solvent was evaporated under reduced pressure
  2. dissolutionThe resulting residue was dissolved in methanol
  3. additionAmberlite IRA-400(Cl) ion exchange resin (20 g) was added
  4. stirringthe mixture was stirred at room temperature for one hour
  5. filtrationAmberlite was filtered off
  6. concentrationthe solution was concentrated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-88512e33c4374994955c8378833d9a9f
Quelldatensatz
uspto-grants-2015_01
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US08927588B2

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