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Hydrochloric Acid → 4-Fluoro-7-hydroxy-2,3-dihydro-1H-inden-1-one

HRID 440831
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HRID 440831 반응식
C([O:5][C:6]1[CH:11]=[CH:10][C:9]([F:12])=[CH:8][CH:7]=1)(=O)C=C.[Cl-].[Al+3].[Cl-].[Cl-].[Cl-].[Na+].Cl>>[F:12][C:9]1[CH:8]=[CH:7][C:6]([OH:5])=[C:11]2[C:10]=1[CH2:8][CH2:7][C:6]2=[O:5]
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참가 물질

5

반응물 4

HCID 313Hydrochloric AcidHCID 5234Sodium ChlorideHCID 6451240Aluminum(III) ChlorideHCID 185460004-Fluorophenyl 2-propenoate

생성물 1

HCID 152684884-Fluoro-7-hydroxy-2,3-dihydro-1H-inden-1-one수율 95.8%

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온도
80 °C

실험 절차

4-Fluorophenyl acrylate (12.0 g) was added to a mixture of aluminum chloride (33.7 g) and sodium chloride (14.8 g), and the mixture was stirred at 80° C. for 2 hours and then at 160° C. for 1 hour. After completion of the reaction, ice-water and concentrated hydrochloric acid were added, and the reaction mixture was extracted with chloroform. The extract was washed with a saturated aqueous solution of sodium chloride and dried over magnesium sulfate. The solvent was evaporated, and the resulting residue was purified by silica gel column chromatography. From the eluate of hexane-ethyl acetate (9:1), 4-fluoro-7-hydroxy-1-indanone (5.75 g) was obtained as a pale yellow powder.

후처리

  1. waitat 160° C. for 1 hour
  2. additionwere added
  3. extractionthe reaction mixture was extracted with chloroform
  4. washThe extract was washed with a saturated aqueous solution of sodium chloride
  5. dry with materialdried over magnesium sulfate
  6. customThe solvent was evaporated
  7. customthe resulting residue was purified by silica gel column chromatography

출처 및 근거

ORD 기록
ord-61a38ba01aad4f818533352c8b900a7b
출처 데이터셋
uspto-grants-1996_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05521180

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