반응 #83909

반응 방정식

(2,4-difluorophenyl)[1-(phenylmethyl)-3-pyrrolidinyl]methanone

NH2OH.HCl

ammonium acetate

→

(2,4-difluorophenyl)[1-(phenylmethyl)-3-pyrrolidinyl]methanone oxime

수율 52.0%

용매

ethanol

water

반응 조건

후처리

1. 1
   온도The resulting mixture was refluxed for 3.5 hours
2. 2
   농축The reaction mixture was concentrated
3. 3
   기타to remove ethanol
4. 4
   workup.ADDITIONpoured into water (500 ml)
5. 5
   추출extracted with dichloromethane (500 ml)
6. 6
   세척by washing with water, brine
7. 7
   건조drying over magnesium sulfate
8. 8
   농축The product was concentrated to an oil
9. 9
   기타purified by column chromatography

실험 절차

To the compound (2,4-difluorophenyl)[1-(phenylmethyl)-3-pyrrolidinyl]methanone (22 g) in 95% ethanol (350 ml) and water (100 ml) was added NH2OH.HCl (10.1 g) and ammonium acetate (12.7 g, 2.1 eq). The resulting mixture was refluxed for 3.5 hours. The mixture was then allowed to stir at room temperature for 24 hours. The reaction mixture was concentrated to remove ethanol, poured into water (500 ml), and extracted with dichloromethane (500 ml). This was followed by washing with water, brine, and drying over magnesium sulfate. The product was concentrated to an oil and purified by column chromatography to yield 12 g of (2,4-difluorophenyl)[1-(phenylmethyl)-3-pyrrolidinyl]methanone oxime.

출처