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

HRID 1172083노트

반응식

HRID 1172083 반응식
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]

참가 물질

5

반응물 3

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

생성물 1

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

시약·촉매·용매 1

HCID 6212Chloroform용매

실험 절차

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.).

후처리

  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

출처 및 근거

ORD 기록
ord-a9cc98320bfd4cfb804c7e98f05c4e02
출처 데이터셋
uspto-grants-2010_11
특허 번호
US07833939B2

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