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Flopropione → 1-[2,4,6-Trihydroxy-3,5-di(3-methyl-2-buten-1-yl)phenyl]propan-1-one

HRID 1528039
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HRID 1528039 반응식
[OH:1][C:2]1[CH:7]=[C:6]([OH:8])[CH:5]=[C:4]([OH:9])[C:3]=1[C:10](=[O:13])[CH2:11][CH3:12].[CH2:14](Br)[CH2:15][C:16]([CH3:18])=[CH2:17]>[OH-].[K+]>[OH:1][C:2]1[C:7]([CH2:14][CH:15]=[C:16]([CH3:18])[CH3:17])=[C:6]([OH:8])[C:5]([CH2:7][CH:2]=[C:3]([CH3:10])[CH3:4])=[C:4]([OH:9])[C:3]=1[C:10](=[O:13])[CH2:11][CH3:12]
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참가 물질

4

반응물 2

HCID 3362FlopropioneHCID 5495854-Bromo-2-methylbut-1-ene

생성물 1

HCID 867022171-[2,4,6-Trihydroxy-3,5-di(3-methyl-2-buten-1-yl)phenyl]propan-1-one수율 36%

시약·촉매·용매 1

HCID 14797Potassium Hydroxide용매

실험 절차

1-(2,4,6-trihydroxyphenyl)propan-1-one (2.0 g, 11.0 mmol) was dissolved in a 5% potassium hydroxide aqueous solution (20 mL). After the mixture was cooled below 0° C., isopentenyl bromide (3.3 g, 22 mmol) was slowly added dropwise within 30 min. The reaction mixture was stirred at room temperature for 2 hours, then poured into an ice water and acidified to pH 2. The reaction mixture was extracted with ethyl acetate. The extract was collected and dried over anhydrous sodium sulfate. After removal of solvent, The residue was purified by silica gel column chromatography (dichloromethane as eluent) to give the desired compound (0.63 g, yield 18%).

후처리

  1. temperatureAfter the mixture was cooled below 0° C.
  2. extractionThe reaction mixture was extracted with ethyl acetate
  3. customThe extract was collected
  4. dry with materialdried over anhydrous sodium sulfate
  5. customAfter removal of solvent
  6. customThe residue was purified by silica gel column chromatography (dichloromethane as eluent)

출처 및 근거

ORD 기록
ord-a0d291d28ccd481eb597b9abd063d710
출처 데이터셋
uspto-grants-2015_07
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09090583B2

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