Nitric Acid → 1-{3-[2-(1-Benzothiophen-5-yl)ethoxy]propyl}-3-azetidinol nitrate

HRID 7452

Reaktionsgleichung

Reaktionsgleichung von HRID 7452
[S:1]1[C:5]2[CH:6]=[CH:7][C:8]([CH2:10][CH2:11][O:12][CH2:13][CH2:14][CH2:15][N:16]3[CH2:19][CH:18]([OH:20])[CH2:17]3)=[CH:9][C:4]=2[CH:3]=[CH:2]1.C(O)(C)C.[N+:25]([O-])([OH:27])=[O:26]>C(OCC)(=O)C>[N+:25]([O:20][CH:18]1[CH2:19][N:16]([CH2:15][CH2:14][CH2:13][O:12][CH2:11][CH2:10][C:8]2[CH:7]=[CH:6][C:5]3[S:1][CH:2]=[CH:3][C:4]=3[CH:9]=2)[CH2:17]1)([O-:27])=[O:26]

Komponenten

5

Edukt 3

HCID 944Nitric AcidHCID 3776IsopropanolHCID 9901946Edonerpic

Produkt 1

HCID 665884631-{3-[2-(1-Benzothiophen-5-yl)ethoxy]propyl}-3-azetidinol nitrate

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8857Ethyl AcetateLösungsmittel2×

Versuchsvorschrift

In 20 mL of ethyl acetate was dissolved 10.0 g of 1-{3-[2-(1-benzothiophen-5-yl)ethoxy]propyl}-3-azetidinol, and 20 mL of isopropanol was added thereto, after which 2.60 mL of concentrated nitric acid (61%) was added dropwise thereto at room temperature. To the reaction mixture was added dropwise 60 mL of ethyl acetate, and the resulting mixture was stirred at the same temperature for 1 hour and then at 5° C. for 1 hour. The crystals precipitated were collected by filtration to obtain 11.3 g of 1-{3-[2-(1-benzothiophen-5-yl)ethoxy]propyl}-3-azetidinol nitrate as colorless crystals.

Aufarbeitung

  1. additionwas added
  2. customat room temperature
  3. waitat 5° C. for 1 hour
  4. customThe crystals precipitated
  5. filtrationwere collected by filtration

Quellen und Nachweise

ORD-Eintrag
ord-999758af2e41431487f6125cd148622b
Quelldatensatz
uspto-grants-2006_08
Patentnummer
US07087594B2

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