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Dimethylformamide → (7-Fluoro-6-hydroxy-4-methyl-1-benzothiophen-3-yl)acetic acid

HRID 591446
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HRID 591446 반응식
C[O:2][C:3](=[O:18])[CH2:4][C:5]1[C:9]2[C:10]([CH3:17])=[CH:11][C:12]([O:15]C)=[C:13]([F:14])[C:8]=2[S:7][CH:6]=1.CN(C=O)C.CC([S-])(C)C.[Na+]>O.Cl>[F:14][C:13]1[C:8]2[S:7][CH:6]=[C:5]([CH2:4][C:3]([OH:18])=[O:2])[C:9]=2[C:10]([CH3:17])=[CH:11][C:12]=1[OH:15]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 3

HCID 6228DimethylformamideHCID 5147913Sodium 2-methyl-2-propanethiolateHCID 121004334Methyl(7-fluoro-6-methoxy-4-methyl-1-benzothiophen-3-yl)acetate

생성물 1

HCID 89767685(7-Fluoro-6-hydroxy-4-methyl-1-benzothiophen-3-yl)acetic acid수율 122.7%

시약·촉매·용매 2

HCID 313Hydrochloric Acid용매
이 페이지에서참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트
HCID 962
Water
용매

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온도
160 °C

실험 절차

To a mixture of methyl(7-fluoro-6-methoxy-4-methyl-1-benzothiophen-3-yl)acetate (248.4 mg) and DMF (dry) (7.5 mL) was added sodium 2-methyl-2-propanethiolate (415 mg) at room temperature. The mixture was stirred at 160° C. for 20 min. After cooling, the mixture was diluted with water and 1N HCl and extracted with EtOAc. The organic layer was washed successively with water and brine, dried over MgSO4, and concentrated in vacuo to give the title compound (273 mg).

후처리

  1. temperatureAfter cooling
  2. extractionextracted with EtOAc
  3. washThe organic layer was washed successively with water and brine
  4. dry with materialdried over MgSO4
  5. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-6e10a423cf2447e088542f84347477cd
출처 데이터셋
uspto-grants-2016_01
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09238639B2

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