Реакция #1726706

ord-cba25e849d204f5f8a3ba379e1775efe

Уравнение реакции

CC(C)(C)OC(=O)Nc1sccc1-c1ccccc1
2-(N-Boc-amino)-3-phenyl-thiophene
O=C1CCC(=O)N1Cl
N-chlorosuccinimide
CC(C)(C)OC(=O)Nc1sc(Cl)cc1-c1ccccc1
2-(N-Boc-amino)-5-chloro-3-phenyl-thiophene
Выход 66.6%

Реагенты

Нет

Растворители

Условия реакции

Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    Другоеat 0° C.
  2. 2
    Промывкаwashed with water
  3. 3
    Концентрированиеthe organic phase concentrated in vacuo

Методика

To 2-(N-Boc-amino)-3-phenyl-thiophene (89 mg, 0.32 mmol) in dichloromethane (4 ml) at 0° C. was slowly added N-chlorosuccinimide (48 mg, 0.36 mmol), and the mixture allowed warm to ambient temperature for 16 hr. The mixture was diluted with dichloromethane, washed with water, and the organic phase concentrated in vacuo. Flash chromatography on silica gel (ethyl acetate/hexanes) yielded 2-(N-Boc-amino)-5-chloro-3-phenyl-thiophene (66 mg, 66%).

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US08110568B2uspto-grants-2012_02