반응 #1951070

반응 방정식

(4-Fluorophenyl) divinyl phosphine oxide

benzylamine

→

1-benzyl-4-(4-fluorophenyl)-[1,4]azaphosphinane 4-oxide

수율 82.0%

용매

THF

water

반응 조건

후처리

1. 1
   농축The reaction mixture was concentrated by rotary evaporation
2. 2
   추출the product was extracted into dichloromethane
3. 3
   세척washed with saturated brine
4. 4
   건조The organic phase was dried with sodium sulfate
5. 5
   여과filtered
6. 6
   농축concentrated by rotary evaporation
7. 7
   기타to yield 2.52 g of crude product
8. 8
   기타Impurities were removed
9. 9
   세척The product was then eluted from the silica with 10% methanol in ethyl acetate
10. 10
    기타The solvents were removed by rotary evaporation

실험 절차

(4-Fluorophenyl) divinyl phosphine oxide (1.50 g, 7.65 mmol) and benzylamine (1.05 mL, 9.57 mmol) were dissolved in a mixture of 100 mL of THF and 100 mL of deionized water. The reaction mixture was heated at 90° C. overnight. The reaction mixture was concentrated by rotary evaporation and the product was extracted into dichloromethane and washed with saturated brine. The organic phase was dried with sodium sulfate, filtered, and concentrated by rotary evaporation to yield 2.52 g of crude product. Impurities were removed by passing a solution of the crude product in ethyl acetate through a plug of silica. The product was then eluted from the silica with 10% methanol in ethyl acetate. The solvents were removed by rotary evaporation to yield 1.89 g (6.24 mmol, 82%) of 1-benzyl-4-(4-fluorophenyl)-[1,4]azaphosphinane 4-oxide as a colorless oil. ESMS (m/z): (M+1)+ found, 304.

출처