Chlorine → 1-Bromo-2-methyl-3-[5-(4-chlorobutyl)-4,5-dihydroisoxazol-3-yl]-4-methylsulfonylbenzene

HRID 1166046

반응식

HRID 1166046 반응식
Cl[O-].[Na+].ClCl.C([O-])(=O)C.[Na+].[Br:11][C:12]1[C:13]([CH3:25])=[C:14]([C:18]([S:21]([CH3:24])(=[O:23])=[O:22])=[CH:19][CH:20]=1)[CH:15]=[N:16][OH:17].[Cl:26][CH2:27][CH2:28][CH2:29][CH2:30][CH:31]=[CH2:32]>C(Cl)Cl.O>[Br:11][C:12]1[CH:20]=[CH:19][C:18]([S:21]([CH3:24])(=[O:23])=[O:22])=[C:14]([C:15]2[CH2:32][CH:31]([CH2:30][CH2:29][CH2:28][CH2:27][Cl:26])[O:17][N:16]=2)[C:13]=1[CH3:25]

참가 물질

8

반응물 5

HCID 24526ChlorineHCID 702336-Chloro-1-hexeneHCID 517045Sodium AcetateHCID 23665760Sodium HypochloriteHCID 734619443-Bromo-2-methyl-6-methylsulfonylbenzaldoxime

생성물 1

HCID 229969731-Bromo-2-methyl-3-[5-(4-chlorobutyl)-4,5-dihydroisoxazol-3-yl]-4-methylsulfonylbenzene

시약·촉매·용매 2

HCID 962Water용매HCID 6344Dichloromethane용매

실험 절차

At room temperature, 50 ml of sodium hypochlorite solution (12.5% of active chlorine, admixed with a spatula tip of sodium acetate) were added dropwise with vigorous stirring to a solution of 15 g (51.4 mmol) of 3-bromo-2-methyl-6-methylsulfonylbenzaldehyde oxime and 6.7 g (56.5 mmol) of 6-chlorohexene in 200 ml of methylene chloride. The reaction mixture was stirred at room temperature overnight. The reaction mixture was then stirred into 300 ml of water. The organic phase was washed three times with water, dried and concentrated to dryness. This gave 19.3 g of a viscous yellow oil (92.4% of theory). The 1H-NMR spectrum corresponds to the given structure.

후처리

  1. customAt room temperature
  2. additionwere added dropwise
  3. washThe organic phase was washed three times with water
  4. customdried
  5. concentrationconcentrated to dryness

출처 및 근거

ORD 기록
ord-bb837d07e9b04a718187ce79942be239
출처 데이터셋
uspto-grants-2003_09
특허 번호
US06613719B1

연결된 노트

불러오는 중…