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

HRID 430747ノート

反応式

HRID 430747 の反応式
[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

参加物

6

反応物 4

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

生成物 1

HCID 111596397-Hydroxy-3-(2-hydroxyethyl)benzofuran収率 86.4%

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

反応条件

温度
0 °C

実験手順

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%).

後処理

  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)

出典と根拠

ORDレコード
ord-72e681ff24be4ca680656c5c6e8b9a79
出典データセット
uspto-grants-2001_11
特許番号
US06323235B1

反応ノート

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