Water → 1-(4'-Hydroxy-1,1'-biphenyl-3-yl)ethanone

HRID 1600939ノート

反応式

HRID 1600939 の反応式
[C:1]([C:4]1[CH:5]=[C:6]([C:10]2[CH:15]=[CH:14][C:13]([O:16]C)=[CH:12][CH:11]=2)[CH:7]=[CH:8][CH:9]=1)(=[O:3])[CH3:2].O>Br.C(O)(=O)C>[C:1]([C:4]1[CH:5]=[C:6]([C:10]2[CH:11]=[CH:12][C:13]([OH:16])=[CH:14][CH:15]=2)[CH:7]=[CH:8][CH:9]=1)(=[O:3])[CH3:2]

参加物

5

反応物 2

HCID 962WaterHCID 51036301-(4'-methoxy[1,1'-biphenyl]-3-yl)ethanone

生成物 1

HCID 112181061-(4'-Hydroxy-1,1'-biphenyl-3-yl)ethanone収率 75.7%

試薬・触媒・溶媒 2

HCID 176Acetic Acid溶媒HCID 260Hydrogen Bromide溶媒

実験手順

A solution of 3'-acetyl-4-methoxybiphenyl (2.07 g) in hydrobromic acid (48%, 25 ml) and glacial acetic acid (25 ml) was heated at reflux under nitrogen for 1 hour. After cooling the mixture was poured into water and extracted with ether. The organic phase was washed with brine, dried over anhydrous magnesium sulfate, filtered and concentrated under reduced pressure to give a crude yellow/brown solid The latter was purified by column chromatography over silica eluting with diethyl ether:hexane (2:3) to give the sub-title compound as a cream/orange solid (1.47 g).

後処理

  1. temperatureat reflux under nitrogen for 1 hour
  2. temperatureAfter cooling the mixture
  3. extractionextracted with ether
  4. washThe organic phase was washed with brine
  5. dry with materialdried over anhydrous magnesium sulfate
  6. filtrationfiltered
  7. concentrationconcentrated under reduced pressure
  8. customto give a crude yellow/brown solid The latter
  9. customwas purified by column chromatography over silica eluting with diethyl ether:hexane (2:3)

出典と根拠

ORDレコード
ord-6bb8ab69923c4ac981279aa35ec802b2
出典データセット
uspto-grants-1999_11
特許番号
US05977105

反応ノート

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