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Hydrochloric Acid → 2-(4-t-Butylphenyl)-3-hydroxy-4-formylthiophene

HRID 1881532
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HRID 1881532 반응식
[C:1]([C:5]1[CH:10]=[CH:9][C:8]([C:11]2[S:12][CH:13]=[C:14]([CH:20]=[O:21])[C:15]=2[O:16]COC)=[CH:7][CH:6]=1)([CH3:4])([CH3:3])[CH3:2].Cl.O>O1CCOCC1>[C:1]([C:5]1[CH:6]=[CH:7][C:8]([C:11]2[S:12][CH:13]=[C:14]([CH:20]=[O:21])[C:15]=2[OH:16])=[CH:9][CH:10]=1)([CH3:4])([CH3:2])[CH3:3]
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참가 물질

5

반응물 3

HCID 313Hydrochloric AcidHCID 962WaterHCID 86604735HCID 86604735, 화합물

생성물 1

HCID 860145662-(4-t-Butylphenyl)-3-hydroxy-4-formylthiophene수율 69.8%

시약·촉매·용매 1

HCID 312751,4-Dioxane용매

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온도
80 °C

실험 절차

To 2-(4-t-butylphenyl)-3-methoxymethyloxy-4-formylthiophene (0.20 g, 0.66 mmol) in 1,4-dioxane (1.3 mL), 1 M hydrochloric acid (0.66 mL, 0.66 mmol) was added dropwise, and the reaction solution was stirred at 65° C. for 1 hour and at 80° C. for 1 hour. After addition of water, the reaction solution was extracted with ethyl acetate, and the organic layer was washed with saturated aqueous sodium chloride, dried over anhydrous sodium sulfate, concentrated and purified by silica gel column chromatography (chloroform) to give the desired product as a reddish brown oil (0.12 g, yield 68%).

후처리

  1. extractionthe reaction solution was extracted with ethyl acetate
  2. washthe organic layer was washed with saturated aqueous sodium chloride
  3. dry with materialdried over anhydrous sodium sulfate
  4. concentrationconcentrated
  5. custompurified by silica gel column chromatography (chloroform)

출처 및 근거

ORD 기록
ord-631d193f2ffe424d8e4644ea12bb367a
출처 데이터셋
uspto-grants-2012_11
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08318796B2

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