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Tetrahydrofuran → Ethyl(6-formyl-1-benzothiophen-3-yl)acetate

HRID 591519
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반응식

HRID 591519 반응식
[CH2:1]([O:3][C:4](=[O:19])[CH2:5][C:6]1[C:10]2[CH:11]=[CH:12][C:13]([CH:15]([OH:18])CO)=[CH:14][C:9]=2[S:8][CH:7]=1)[CH3:2].C1COCC1>O>[CH2:1]([O:3][C:4](=[O:19])[CH2:5][C:6]1[C:10]2[CH:11]=[CH:12][C:13]([CH:15]=[O:18])=[CH:14][C:9]=2[S:8][CH:7]=1)[CH3:2]
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참가 물질

4

반응물 2

HCID 8028TetrahydrofuranHCID 131734527Ethyl(6-(1,2-dihydroxyethyl)-1-benzothiophen-3-yl)acetate

생성물 1

HCID 131734528Ethyl(6-formyl-1-benzothiophen-3-yl)acetate수율 90.3%

시약·촉매·용매 1

HCID 962Water용매

실험 절차

To a mixture of ethyl(6-(1,2-dihydroxyethyl)-1-benzothiophen-3-yl)acetate (200 mg), THF (2 mL) and water (2.0 mL) was added NaIO4 (458 mg) at room temperature. The mixture was stirred at room temperature for 30 min. The mixture was quenched with saturated aqueous Na2S2O3 at room temperature and extracted with EtOAc. The organic layer was separated, washed successively with brine twice, dried over MgSO4 and concentrated in vacuo. The residue was purified by silica gel column chromatography (EtOAc/hexane) to give the title compound (160 mg).

후처리

  1. customThe mixture was quenched with saturated aqueous Na2S2O3 at room temperature
  2. extractionextracted with EtOAc
  3. customThe organic layer was separated
  4. washwashed successively with brine twice
  5. dry with materialdried over MgSO4
  6. concentrationconcentrated in vacuo
  7. customThe residue was purified by silica gel column chromatography (EtOAc/hexane)

출처 및 근거

ORD 기록
ord-ccbab461fc0d45629378a5f8bfd6c35a
출처 데이터셋
uspto-grants-2016_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09238639B2

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