Реакция #2926

ord-9e8f852e5b4a473880332d65fd05ff5a

Уравнение реакции

Cl
hydrochloric acid
CCCC[N+](CCCC)(CCCC)CCCC.[F-]
Tetrabutylammonium fluoride
Cc1nc(C)c(C(=O)c2ccoc2)o1
2,4-dimethyl-5-oxazolyl 3-furyl ketone
C[Si](C)(C)C(F)(F)F
(trifluoromethyl) trimethylsilane
O=C([O-])O.[Na+]
sodium hydrogen carbonate
Cc1nc(C)c(C(O)(c2ccoc2)C(F)(F)F)o1
1-(2,4-Dimethyl-5-oxazolyl)-1-(3-furyl)-2,2,2-trifluoroethanol

Растворители

Условия реакции

Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    Экстракцияextracted with dichloromethane
  2. 2
    ДругоеThe material thus obtained
  3. 3
    Другоеwas purified by flash chromatography and recrystallisation from diethyl ether

Методика

Tetrabutylammonium fluoride (250 mg) was added to a stirred solution of 2,4-dimethyl-5-oxazolyl 3-furyl ketone (1.7 g) and (trifluoromethyl) trimethylsilane (1.9 g) in dry tetrahydrofuran (30 ml) at -10° C. The mixture was allowed to warm to room temperature. After 45 minutes 6M hydrochloric acid (30 ml) was added. After 1 hour the mixture was basified by the addition of saturated aqueous sodium hydrogen carbonate and then extracted with dichloromethane. The material thus obtained was purified by flash chromatography and recrystallisation from diethyl ether.

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US05731335uspto-grants-1998_03