Trifluoroacetic acid → 3-(3-(4-Chlorobenzyl)azetidin-1-yl)propan-1-amine

HRID 1182100

Reaktionsgleichung

Reaktionsgleichung von HRID 1182100
C(OC(=O)[NH:7][CH2:8][CH2:9][CH2:10][N:11]1[CH2:14][CH:13]([CH2:15][C:16]2[CH:21]=[CH:20][C:19]([Cl:22])=[CH:18][CH:17]=2)[CH2:12]1)(C)(C)C.FC(F)(F)C(O)=O>C(Cl)Cl>[Cl:22][C:19]1[CH:18]=[CH:17][C:16]([CH2:15][CH:13]2[CH2:14][N:11]([CH2:10][CH2:9][CH2:8][NH2:7])[CH2:12]2)=[CH:21][CH:20]=1

Komponenten

4

Edukt 2

HCID 6422Trifluoroacetic acidHCID 69411053{3-[3-(4-Chloro-benzyl)-azetidin-1-yl]-propyl}carbamic acid tert-butyl ester

Produkt 1

HCID 694091233-(3-(4-Chlorobenzyl)azetidin-1-yl)propan-1-amine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344DichloromethaneLösungsmittel

Versuchsvorschrift

A solution of {3-[3-(4-chloro-benzyl)-azetidin-1-yl]-propyl}-carbamic acid tert-butyl ester (0.48 g, 1.43 mmol) in DCM (5 ml) is treated with trifluoroacetic acid (2 ml) and the reaction mixture stirred for 1.25 hours. The solvent is evaporated and the crude product partitioned between 1 M sodium hydroxide solution and 20% isopropanol in DCM. The organic phase is evaporated to afford 3-[3-(4-chloro-benzyl)-azetidin-1-yl]-propylamine. [M+H] 239.13.

Aufarbeitung

  1. customThe solvent is evaporated
  2. customthe crude product partitioned between 1 M sodium hydroxide solution and 20% isopropanol in DCM
  3. customThe organic phase is evaporated

Quellen und Nachweise

ORD-Eintrag
ord-30d854ffd4d44fbcabb1be1be1dc836c
Quelldatensatz
uspto-grants-2007_10
Patentnummer
US07288537B2

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