反応 #2926

ord-9e8f852e5b4a473880332d65fd05ff5a

反応方程式

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

反応条件

詳細条件
See reaction.notes.procedure_details.

後処理

  1. 1
    抽出extracted with dichloromethane
  2. 2
    その他The material thus obtained
  3. 3
    その他was purified by flash chromatography and recrystallisation from diethyl ether

実験手順

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.

出典

DOI: 10.6084/m9.figshare.5104873.v1特許: US05731335uspto-grants-1998_03