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

HRID 1166046

反応式

HRID 1166046 の反応式
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]

参加物

8

反応物 5

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 6344Dichloromethane溶媒

実験手順

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.

後処理

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

出典と根拠

ORDレコード
ord-bb837d07e9b04a718187ce79942be239
出典データセット
uspto-grants-2003_09
特許番号
US06613719B1

関連ノート

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