2,3-Dihydrobenzofuran-5-carboxaldehyde → (2,3-Dihydro-1-benzofuran-5-yl)methanol

HRID 324633ノート

反応式

HRID 324633 の反応式
[O:1]1[C:5]2[CH:6]=[CH:7][C:8]([CH:10]=[O:11])=[CH:9][C:4]=2[CH2:3][CH2:2]1.[BH4-].[Na+]>CO.O>[O:1]1[C:5]2[CH:6]=[CH:7][C:8]([CH2:10][OH:11])=[CH:9][C:4]=2[CH2:3][CH2:2]1

参加物

5

反応物 2

HCID 7359012,3-Dihydrobenzofuran-5-carboxaldehydeHCID 4311764Sodium borohydride

生成物 1

HCID 2776158(2,3-Dihydro-1-benzofuran-5-yl)methanol収率 91%

試薬・触媒・溶媒 2

HCID 887Methanol溶媒HCID 962Water溶媒

実験手順

To a solution of 2,3-dihydrobenzofuran-5-carbaldehyde (30.0 g, 0.202 mol) in methanol (150 mL) was added sodium borohydride (3.83 g, 0.101 mol) under ice-cooling. The mixture was stirred for 15 minutes at ambient temperature and then diluted with water. The product was extracted with ethyl acetate. The extract was washed with brine, dried over anhydrous magnesium sulfate and evaporated. The residue was purified by silica gel column chromatography (hexane:ethyl acetate=1:1) to afford the title compound (yield 27.6 g, 91%) as an oily product.

後処理

  1. temperaturecooling
  2. extractionThe product was extracted with ethyl acetate
  3. washThe extract was washed with brine
  4. dry with materialdried over anhydrous magnesium sulfate
  5. customevaporated
  6. customThe residue was purified by silica gel column chromatography (hexane:ethyl acetate=1:1)

出典と根拠

ORDレコード
ord-0e7457b7cc7c4102b4b04e499fc06b48
出典データセット
uspto-grants-2001_04
特許番号
US06218429B1

反応ノート

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