Hydrochloric Acid → 7-Hydroxy-3-(2-hydroxyethyl)benzofuran

HRID 430747노트

반응식

HRID 430747 반응식
[OH:1][C:2]1[C:10]2[O:9][CH:8]=[C:7]([CH2:11][C:12](OC)=[O:13])[C:6]=2[CH:5]=[CH:4][CH:3]=1.[H-].[Al+3].[Li+].[H-].[H-].[H-].Cl.O>C1COCC1>[OH:1][C:2]1[C:10]2[O:9][CH:8]=[C:7]([CH2:11][CH2:12][OH:13])[C:6]=2[CH:5]=[CH:4][CH:3]=1

참가 물질

6

반응물 4

HCID 313Hydrochloric AcidHCID 962WaterHCID 11735879Methyl 2-(7-hydroxybenzofuran-3-yl)acetateHCID 21226445Aluminium lithium hydride

생성물 1

HCID 111596397-Hydroxy-3-(2-hydroxyethyl)benzofuran수율 86.4%

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

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온도
0 °C

실험 절차

Methyl (7-hydroxybenzofuran-3-yl)acetate (1.46 g) was dissolved in THF (30 ml) and the solution was cooled to 0° C. To this solution, lithium aluminum hydride (269 mg) was added and the solution was stirred for 3.5 hours. After making the pH of the reaction solution not more than 2 by adding 1N hydrochloric acid, the reaction solution was poured into water layer (50 ml) and the resultant was extracted twice with ethyl acetate (20 ml). After combining the organic layers, the resultant was washed with saturated brine and dried over sodium sulfate. After removing the sodium sulfate by filtration, the solvent was removed under reduced pressure and the residue was purified by column chromatography (solvent: hexane/ethyl acetate=1/1) using silica gel to obtain the desired compound (1.09 g, yield: 86%).

후처리

  1. extractionthe resultant was extracted twice with ethyl acetate (20 ml)
  2. washthe resultant was washed with saturated brine
  3. dry with materialdried over sodium sulfate
  4. customAfter removing the sodium sulfate
  5. filtrationby filtration
  6. customthe solvent was removed under reduced pressure
  7. customthe residue was purified by column chromatography (solvent: hexane/ethyl acetate=1/1)

출처 및 근거

ORD 기록
ord-72e681ff24be4ca680656c5c6e8b9a79
출처 데이터셋
uspto-grants-2001_11
특허 번호
US06323235B1

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