Реакция #7548

ord-999758af2e41431487f6125cd148622b

Уравнение реакции

OC1CN(CCCOCCc2ccc3sccc3c2)C1
1-{3-[2-(1-benzothiophen-5-yl)ethoxy]propyl}-3-azetidinol
CC(C)O
isopropanol
O=[N+]([O-])O
nitric acid
O=[N+]([O-])OC1CN(CCCOCCc2ccc3sccc3c2)C1
1-{3-[2-(1-benzothiophen-5-yl)ethoxy]propyl}-3-azetidinol nitrate

Растворители

Условия реакции

Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    workup.ADDITIONwas added
  2. 2
    Другоеat room temperature
  3. 3
    workup.WAITat 5° C. for 1 hour
  4. 4
    ДругоеThe crystals precipitated
  5. 5
    Фильтрацияwere collected by filtration

Методика

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.

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US07087594B2uspto-grants-2006_08