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2-Iodoxybenzoic acid → 2-(3-Fluoro-4-methoxy-phenyl)-cyclopropanecarbaldehyde

HRID 62898
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HRID 62898 반응식
[F:1][C:2]1[CH:3]=[C:4]([CH:10]2[CH2:12][CH:11]2[CH2:13][OH:14])[CH:5]=[CH:6][C:7]=1[O:8][CH3:9].I(C1C=CC=CC=1C(O)=O)(=O)=O>CS(C)=O>[F:1][C:2]1[CH:3]=[C:4]([CH:10]2[CH2:12][CH:11]2[CH:13]=[O:14])[CH:5]=[CH:6][C:7]=1[O:8][CH3:9]
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참가 물질

4

반응물 2

HCID 1087942-Iodoxybenzoic acidHCID 22347600[2-(3-Fluoro-4-methoxy-phenyl)-cyclopropyl]-methanol

생성물 1

HCID 207922502-(3-Fluoro-4-methoxy-phenyl)-cyclopropanecarbaldehyde수율 89.8%

시약·촉매·용매 1

HCID 679Dimethyl Sulfoxide용매

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온도
0 °C

실험 절차

After [2-(3-fluoro-4-methoxy-phenyl)-cyclopropyl]-methanol (0.30 g, 1.52 mmol) obtained in Step A was dissolved in DMSO (5 mL), 2-iodoxybenzoic acid (1.248 g, 4.58 mmol) was added thereto at 0° C., and the mixture was stirred at room temperature for 3 hours. After the termination of the reaction, the reactant was concentrated under reduced pressure, added with water, and then extracted with EtOAc. The organic layer was separated, dried with MgSO4, concentrated under reduced pressure, and then purified by column chromatography (eluent, EtOAc/Hex=1/3) to obtain the title compound (0.265 g, 89%).

후처리

  1. customAfter the termination of the reaction
  2. concentrationthe reactant was concentrated under reduced pressure
  3. additionadded with water
  4. extractionextracted with EtOAc
  5. customThe organic layer was separated
  6. dry with materialdried with MgSO4
  7. concentrationconcentrated under reduced pressure
  8. custompurified by column chromatography (eluent, EtOAc/Hex=1/3)

출처 및 근거

ORD 기록
ord-11927d140f08417fa37a449300c73eae
출처 데이터셋
uspto-grants-2016_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09447044B2

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