Ethanol → 4-(4-Hydroxyphenyl)-4-oxo-butyric acid ethyl ester

HRID 2042624ノート

反応式

HRID 2042624 の反応式
C[O:2][C:3]1[CH:8]=[CH:7][C:6]([C:9](=[O:15])[CH2:10][CH2:11][C:12]([OH:14])=[O:13])=[CH:5][CH:4]=1.[CH2:16](O)[CH3:17]>Br.C(O)(=O)C>[CH2:16]([O:14][C:12](=[O:13])[CH2:11][CH2:10][C:9]([C:6]1[CH:7]=[CH:8][C:3]([OH:2])=[CH:4][CH:5]=1)=[O:15])[CH3:17]

参加物

5

反応物 2

HCID 702EthanolHCID 766134-Methoxy-gamma-oxobenzenebutanoic acid

生成物 1

HCID 114359904-(4-Hydroxyphenyl)-4-oxo-butyric acid ethyl ester

試薬・触媒・溶媒 2

HCID 176Acetic Acid溶媒HCID 260Hydrogen Bromide溶媒

実験手順

In a 1 L round bottom flask, 4-(4-methoxyphenyl)-4-oxo-butyric acid (25 g, 106 mmol) in 48% HBr (125 mL) and acetic acid (250 mL) was heated to reflux 18 h. The reaction was cooled slightly and ethanol (250 mL) was added. The solvent was concentrated under vacuum. Additional ethanol (100 mL) was added and solvent concentrated under vacuum again. The resulting oil was crystallized from ethyl acetate/hexanes to produce 8.65 g (37%). MS m/z=223 (M+H).

後処理

  1. temperatureto reflux 18 h
  2. temperatureThe reaction was cooled slightly
  3. concentrationThe solvent was concentrated under vacuum
  4. additionAdditional ethanol (100 mL) was added
  5. concentrationsolvent concentrated under vacuum again
  6. customThe resulting oil was crystallized from ethyl acetate/hexanes
  7. customto produce 8.65 g (37%)

出典と根拠

ORDレコード
ord-81aa97546f8345bc85827121bd245ad4
出典データセット
uspto-grants-2013_11
特許番号
US08586588B2

反応ノート

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