Benzofuran-2-carboxylic acid → 1-Benzofuran-2-Ylmethanol

HRID 36535

反応式

HRID 36535 の反応式
[O:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[CH:3]=[C:2]1[C:10](O)=[O:11].[H-].[Al+3].[Li+].[H-].[H-].[H-].[OH-].[Na+].S([O-])([O-])(=O)=O.[Mg+2]>C(OCC)C.O>[O:1]1[C:5]2[CH:6]=[CH:7][CH:8]=[CH:9][C:4]=2[CH:3]=[C:2]1[CH2:10][OH:11]

参加物

7

反応物 4

HCID 10331Benzofuran-2-carboxylic acidHCID 14798Sodium HydroxideHCID 24083Sulfuric acid magnesium salt (1:1)HCID 21226445Aluminium lithium hydride

生成物 1

HCID 27762631-Benzofuran-2-Ylmethanol

試薬・触媒・溶媒 2

HCID 962Water溶媒2 回HCID 3283Diethyl Ether溶媒2 回

実験手順

Benzofuran-2-carboxylic acid (4.59 g., 28.3 mmol) as a solution in dry ethyl ether (100 mL) was added dropwise over 15 minutes to a suspension of lithium aluminum hydride (4.3 g., 113 mmol) in ethyl ether (180 mL) at 0° C. The reaction mixture was stirred for 2 hours while warming to room temperature. After recooling to 0° C., 4.3 mL of water was added with extreme caution. Sodium hydroxide (4.3 mL, 15% in water) was then added followed by an additional 12.9 mL of water. Magnesium sulfate (about 10 g.) was added and the thick white suspension was stirred briskly for about 30 minutes. The suspension was filtered through silica gel and the filter cake was washed thoroughly with ethyl ether. The filtrate was concentrated and dried under high vacuum to afford 4.15 g. of the title A product as a light yellow oil.

後処理

  1. customAfter recooling to 0° C.
  2. stirringthe thick white suspension was stirred briskly for about 30 minutes
  3. filtrationThe suspension was filtered through silica gel
  4. washthe filter cake was washed thoroughly with ethyl ether
  5. concentrationThe filtrate was concentrated
  6. customdried under high vacuum
  7. customto afford 4.15 g

出典と根拠

ORDレコード
ord-198b9a41cec24196b85b029ecdae8852
出典データセット
uspto-grants-1995_05
特許番号
US05414017

関連ノート

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