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

HRID 2396568
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인쇄 미리보기

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HRID 2396568 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%). NMR (CDCl3) δ 8.20 (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-d1d375fbf48e4505a6d2404c665d5ee7
출처 데이터셋
uspto-grants-1996_02
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US05493012

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