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

HRID 2042624노트

반응식

HRID 2042624 반응식
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]

참가 물질

5

반응물 2

HCID 702EthanolHCID 766134-Methoxy-gamma-oxobenzenebutanoic acid

생성물 1

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

시약·촉매·용매 2

HCID 176Acetic Acid용매HCID 260Hydrogen Bromide용매

실험 절차

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).

후처리

  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%)

출처 및 근거

ORD 기록
ord-81aa97546f8345bc85827121bd245ad4
출처 데이터셋
uspto-grants-2013_11
특허 번호
US08586588B2

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