反応 #92141

反応方程式

NaOAc

4-bromo-3-(2,2,2-trifluoroethyl)benzaldehyde

NH2OH

hydrogen chloride

→

N-[[4-bromo-3-(2,2,2-trifluoroethyl)phenyl]methylidene]hydroxylamine

溶媒

H2O

ethanol

反応条件

後処理

1. 1
   その他Into a 100-mL round-bottom flask, was placed
2. 2
   その他The reaction was then quenched by the addition of 10 mL of water
3. 3
   抽出The resulting solution was extracted with 3×20 mL of ethyl acetate
4. 4
   洗浄The resulting mixture was washed with 2×20 mL of brine
5. 5
   乾燥The mixture was dried over anhydrous sodium sulfate
6. 6
   濃縮concentrated under vacuum
7. 7
   その他This resulted in 700 mg (crude) of N-[[4-bromo-3-(2,2,2-trifluoroethyl)phenyl]methylidene]hydroxylamine as yellow oil

実験手順

Into a 100-mL round-bottom flask, was placed a solution of 4-bromo-3-(2,2,2-trifluoroethyl)benzaldehyde (700 mg, 2.62 mmol, 1.00 equiv) in ethanol:H2O (20:5 mL), NH2OH. hydrogen chloride (235 mg, 3.41 mmol, 1.30 equiv), NaOAc (279 mg, 3.40 mmol, 1.30 equiv). The resulting solution was stirred overnight at room temperature. The reaction was then quenched by the addition of 10 mL of water. The resulting solution was extracted with 3×20 mL of ethyl acetate and the organic layers combined. The resulting mixture was washed with 2×20 mL of brine. The mixture was dried over anhydrous sodium sulfate and concentrated under vacuum. This resulted in 700 mg (crude) of N-[[4-bromo-3-(2,2,2-trifluoroethyl)phenyl]methylidene]hydroxylamine as yellow oil.

出典