Water → [(5-Chloro-3-methyl-isothiazol-4-yl)-methylsulfonyl]-5,5-dimethyl-2-isoxazoline

HRID 1172083ノート

反応式

HRID 1172083 の反応式
ClC1C=CC=C(C(OO)=[O:9])C=1.[Cl:12][C:13]1[S:17][N:16]=[C:15]([CH3:18])[C:14]=1[CH2:19][S:20][C:21]1[CH2:25][C:24]([CH3:27])([CH3:26])[O:23][N:22]=1.[OH2:28]>C(Cl)(Cl)Cl>[Cl:12][C:13]1[S:17][N:16]=[C:15]([CH3:18])[C:14]=1[CH2:19][S:20]([C:21]1[CH2:25][C:24]([CH3:27])([CH3:26])[O:23][N:22]=1)(=[O:9])=[O:28]

参加物

5

反応物 3

HCID 962WaterHCID 70297m-Chloroperbenzoic acidHCID 17862903[(5-Chloro-3-methyl-isothiazol-4-yl)methylthio]-5,5-dimethyl-2-isoxazoline

生成物 1

HCID 17862869[(5-Chloro-3-methyl-isothiazol-4-yl)-methylsulfonyl]-5,5-dimethyl-2-isoxazoline収率 47%

試薬・触媒・溶媒 1

HCID 6212Chloroform溶媒

実験手順

2.96 g of m-chloroperbenzoic acid (purity: 70%, 12.00 mmoles) was added, with ice-cooling, to a solution of 1.38 g (5.00 mmoles) of [(5-chloro-3-methyl-isothiazol-4-yl)-methylthio]-5,5-dimethyl-2-isoxazoline dissolved in 20 ml of chloroform. The mixture was stirred for 1 hour and then at room temperature for overnight to give rise to a reaction. After the completion of the reaction, the reaction mixture was poured into water, followed by extraction with chloroform. The resulting organic layer was washed with an aqueous sodium hydrogensulfite solution, an aqueous sodium hydrogencarbonate solution and an aqueous sodium chloride solution in this order and then dried over anhydrous magnesium sulfate. The resulting solution was subjected to vacuum distillation to remove the solvent contained therein. The reside was purified by silica gel column chromatography to obtain 0.65 g (yield: 47.0%) of [(5-chloro-3-methyl-isothiazol-4-yl)-methylsulfonyl]-5,5-dimethyl-2-isoxazoline as a light yellow powder (melting point: 113 to 114° C.).

後処理

  1. customat room temperature for overnight to give rise
  2. customto a reaction
  3. customAfter the completion of the reaction
  4. extractionfollowed by extraction with chloroform
  5. washThe resulting organic layer was washed with an aqueous sodium hydrogensulfite solution
  6. dry with materialan aqueous sodium hydrogencarbonate solution and an aqueous sodium chloride solution in this order and then dried over anhydrous magnesium sulfate
  7. distillationThe resulting solution was subjected to vacuum distillation
  8. customto remove the solvent
  9. customThe reside was purified by silica gel column chromatography

出典と根拠

ORDレコード
ord-a9cc98320bfd4cfb804c7e98f05c4e02
出典データセット
uspto-grants-2010_11
特許番号
US07833939B2

反応ノート

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