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

HRID 1741828
ノート
印刷プレビュー

反応式

HRID 1741828 の反応式
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]
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

5

反応物 3

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

生成物 1

HCID 190108514'-Isobutyl-2-ethoxyacetophenone収率 95.7%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

反応条件

温度
-70 °C

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-c02c15bab89549f2a66521019a2194e4
出典データセット
uspto-grants-1994_08
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05334716

反応ノート

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