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Boron trifluoride etherate → 4'-Isobutyl-2-ethoxyacetophenone

HRID 1741828
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HRID 1741828 반응식
I(C1C=CC=CC=1)=O.B(F)(F)F.[CH3:13][CH2:14][O:15]CC.[CH2:18]([C:22]1[CH:34]=[CH:33][C:25]([C:26]([O:28][Si](C)(C)C)=[CH2:27])=[CH:24][CH:23]=1)[CH:19]([CH3:21])[CH3:20]>C(O)C>[CH2:18]([C:22]1[CH:34]=[CH:33][C:25]([C:26](=[O:27])[CH2:28][O:15][CH2:14][CH3:13])=[CH:24][CH:23]=1)[CH:19]([CH3:21])[CH3:20]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 8000Boron trifluoride etherateHCID 92125IodosylbenzeneHCID 190108494-Isobutyl-alpha-trimethylsilyloxystyrene

생성물 1

HCID 190108514'-Isobutyl-2-ethoxyacetophenone수율 95.7%

시약·촉매·용매 1

HCID 702Ethanol용매

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온도
-70 °C

실험 절차

Iodosylbenzene (2.18 g) was dissolved in ethanol (45 ml), and boron trifluoride etherate (2.55 g) was added. The mixture was stirred at -70° C., and then 4-isobutyl-α-trimethylsilyloxystyrene (2.24 g) was added. The mixture was stirred at -70° C. for 30 minutes, and then the temperature was slowly raised to room temperature. The ethanol was evaporated and water was added. The mixture was neutralized with aqueous sodium bicarbonate. The mixture was extracted with dichloromethane, and the organic phase was dried over magnesium sulfate, and concentrated. The residue was chromatographed on silica gel column eluting with hexane-ethyl acetate (94:6) to give 4'-isobutyl-2-ethoxyacetophenone (1.90 g) as an oil.

후처리

  1. stirringThe mixture was stirred at -70° C. for 30 minutes
  2. temperaturethe temperature was slowly raised to room temperature
  3. customThe ethanol was evaporated
  4. additionwater was added
  5. extractionThe mixture was extracted with dichloromethane
  6. dry with materialthe organic phase was dried over magnesium sulfate
  7. concentrationconcentrated
  8. customThe residue was chromatographed on silica gel column
  9. washeluting with hexane-ethyl acetate (94:6)

출처 및 근거

ORD 기록
ord-c02c15bab89549f2a66521019a2194e4
출처 데이터셋
uspto-grants-1994_08
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05334716

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