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5-Acetyl-1,3-phenylene diacetate → 1-(3,5-DIACETOXYPHENYL)-1-ETHANOL

HRID 1163266
ノート
印刷プレビュー

反応式

HRID 1163266 の反応式
[CH3:1][C:2]([C:4]1[CH:9]=[C:8]([O:10][C:11]([CH3:13])=[O:12])[CH:7]=[C:6]([O:14][C:15]([CH3:17])=[O:16])[CH:5]=1)=[O:3]>[Pd].CO>[OH:3][CH:2]([C:4]1[CH:9]=[C:8]([O:10][C:11](=[O:12])[CH3:13])[CH:7]=[C:6]([O:14][C:15](=[O:16])[CH3:17])[CH:5]=1)[CH3:1]
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 1

HCID 6880155-Acetyl-1,3-phenylene diacetate

生成物 1

HCID 113794051-(3,5-DIACETOXYPHENYL)-1-ETHANOL収率 90.9%

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 887Methanol溶媒

実験手順

A 500 ml autoclave was charged with 20 g (85 mmol) of 3,5-diacetoxyacetophenone, 2 g of palladium on charcoal (catalyst E101 CA/W 5%, Degussa, Germany) and 350 ml of methanol. The autoclave was flushed three times with hydrogen (3 bar), the mixture was stirred and hydrogenation was carried out at 30 bar hydrogen pressure for two hours. After flushing the solution twice with 3 bar nitrogen the catalyst was removed by filtration over Hyflo Super Cel®. Evaporation of the solvent left 19.2 g of a slightly brown oil, which was further purified by flash-chromatography on silica gel using n-hexane/ethyl acetate (5:2) as eluent mixture giving 18.4 g of 1-(1-hydroxyethyl)-3,5-diacetoxybenzene as a colorless oil (81 mmol, GC 98%).

後処理

  1. customThe autoclave was flushed three times with hydrogen (3 bar)
  2. customAfter flushing the solution twice with 3 bar nitrogen the catalyst
  3. customwas removed by filtration over Hyflo Super Cel®
  4. customEvaporation of the solvent
  5. waitleft 19.2 g of a slightly brown oil, which
  6. customwas further purified by flash-chromatography on silica gel

出典と根拠

ORDレコード
ord-5e15aa4584fc4fb88b64e2d75ccfe641
出典データセット
uspto-grants-2010_10
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US07820848B2

反応ノート

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