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Water → 4-(4-Hydroxyphenyl)-4-oxobutanoic acid

HRID 355516
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인쇄 미리보기

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HRID 355516 반응식
[O:1]([C:3]1[CH:15]=[CH:14][C:6]([C:7]([CH2:9][CH2:10][C:11]([OH:13])=[O:12])=[O:8])=[CH:5][CH:4]=1)C.O>II>[OH:1][C:3]1[CH:4]=[CH:5][C:6]([C:7]([CH2:9][CH2:10][C:11]([OH:13])=[O:12])=[O:8])=[CH:14][CH:15]=1
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참가 물질

4

반응물 2

HCID 962WaterHCID 766134-Methoxy-gamma-oxobenzenebutanoic acid

생성물 1

HCID 2371304-(4-Hydroxyphenyl)-4-oxobutanoic acid수율 88%

시약·촉매·용매 1

HCID 807Iodine용매

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온도
140 °C

실험 절차

The methoxy derivative, Compound 3.2 (14.54 g, 70 mmol), was dissolved in iodine free hydriodic acid (150 mL) and refluxed at 140° C. for four hours. After the resulting brown solution was cooled to room temperature, water was added and the mixture was neutralized. The aqueous phase was then washed with ether; the organic layers were combined, decolorized, dried and evaporated. The remaining residue was purified by flash silica chromatography to yield a white solid (11.93 g, 88%). 1 H NMR (CDCl3) δ8.20 (d, 2H), 7.02 (d, 2H), 3.32 (t, 2H), 2.88 (d, 2H).

후처리

  1. temperatureAfter the resulting brown solution was cooled to room temperature
  2. washThe aqueous phase was then washed with ether
  3. customdried
  4. customevaporated
  5. customThe remaining residue was purified by flash silica chromatography

출처 및 근거

ORD 기록
ord-2212cf57977845f58c8a53087ad16ca1
출처 데이터셋
uspto-grants-1998_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05831073

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