Hydrochloric Acid → 1-(5-Bromo-2-hydroxyphenyl)propan-1-one

HRID 1408729

反応式

HRID 1408729 の反応式
C([O:5][C:6]1[CH:11]=[CH:10][C:9]([Br:12])=[CH:8][CH:7]=1)(=O)CC.[Cl-].[Al+3].[Cl-].[Cl-].Cl>>[Br:12][C:9]1[CH:10]=[CH:11][C:6]([OH:5])=[C:7]([C:6](=[O:5])[CH2:7][CH3:8])[CH:8]=1

参加物

4

反応物 3

HCID 313Hydrochloric AcidHCID 90205p-Bromophenyl propionateHCID 6451240Aluminum(III) Chloride

生成物 1

HCID 7364091-(5-Bromo-2-hydroxyphenyl)propan-1-one

実験手順

4-Bromophenyl propionate (34 g, 0.15 mmol) and aluminum chloride (44 g, 0.3 mmol) were heated together at 100° C. for 30 mins. The solution became dark and hydrogen chloride gas was evolved. After cooling, the reaction mixture was carefully poured into ice water, and the resulting mixture was extracted with dichloromethane. The organic layer was washed with brine, dried and concentrated to give the residue, which was purified by column chromatography to give 1-(5-bromo-2-hydroxyphenyl)propan-1-one. (20 g, 59%) 1H NMR (CDCl3, 400 MHz): 1.24 (t, 3H), 2.98-3.04 (m, 2H), 6.88 (d, 1H), 7.52 (t, 1H), 7.76 (s, 1H).

後処理

  1. temperatureAfter cooling
  2. extractionthe resulting mixture was extracted with dichloromethane
  3. washThe organic layer was washed with brine
  4. customdried
  5. concentrationconcentrated
  6. customto give the residue, which
  7. customwas purified by column chromatography

出典と根拠

ORDレコード
ord-8cd35c307ca0492498c56ba1c00b9bef
出典データセット
uspto-grants-2014_12
特許番号
US08921359B2

関連ノート

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