Water → Ethyl(6-((2,4-dichlorobenzyl)sulfinyl)-1-benzothiophen-3-yl)acetate

HRID 591488노트

반응식

HRID 591488 반응식
[CH2:1]([O:3][C:4](=[O:25])[CH2:5][C:6]1[C:10]2[CH:11]=[CH:12][C:13]([S:15][CH2:16][C:17]3[CH:22]=[CH:21][C:20]([Cl:23])=[CH:19][C:18]=3[Cl:24])=[CH:14][C:9]=2[S:8][CH:7]=1)[CH3:2].O.[O-:27]S([O-])(=S)=O.[Na+].[Na+]>CC#N>[CH2:1]([O:3][C:4](=[O:25])[CH2:5][C:6]1[C:10]2[CH:11]=[CH:12][C:13]([S:15]([CH2:16][C:17]3[CH:22]=[CH:21][C:20]([Cl:23])=[CH:19][C:18]=3[Cl:24])=[O:27])=[CH:14][C:9]=2[S:8][CH:7]=1)[CH3:2]

참가 물질

5

반응물 3

HCID 962WaterHCID 24477Sodium ThiosulfateHCID 118667019Ethyl(6-((2,4-dichlorobenzyl)sulfanyl)-1-benzothiophen-3-yl)acetate

생성물 1

HCID 118667020Ethyl(6-((2,4-dichlorobenzyl)sulfinyl)-1-benzothiophen-3-yl)acetate

시약·촉매·용매 1

HCID 6342Acetonitrile용매

실험 절차

To a mixture of ethyl(6-((2,4-dichlorobenzyl)sulfanyl)-1-benzothiophen-3-yl)acetate (315 mg), water (3.00 mL) and CH3CN (3.00 mL) was added NaIO4 (164 mg) at room temperature. The mixture was stirred at room temperature for 1 day. To the mixture was added NaIO4 (164 mg), and the mixture was stirred for further 1 day. To the mixture was added saturated aqueous Na2S2O3 at room temperature, and the mixture was extracted with EtOAc. The organic layer was washed with brine, dried over Na2SO4 and concentrated in vacuo. The residue was purified by silica gel column chromatography (EtOAc/hexane) to give the title compound (204 mg). The residue was recrystallized from EtOAc-hexane to give the title compound.

후처리

  1. stirringthe mixture was stirred for further 1 day
  2. extractionthe mixture was extracted with EtOAc
  3. washThe organic layer was washed with brine
  4. dry with materialdried over Na2SO4
  5. concentrationconcentrated in vacuo
  6. customThe residue was purified by silica gel column chromatography (EtOAc/hexane)

출처 및 근거

ORD 기록
ord-998e3555062b434c886255604138adbe
출처 데이터셋
uspto-grants-2016_01
특허 번호
US09238639B2

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