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

HRID 324633

반응식

HRID 324633 반응식
[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

참가 물질

5

반응물 2

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

생성물 1

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

시약·촉매·용매 2

HCID 887Methanol용매HCID 962Water용매

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-0e7457b7cc7c4102b4b04e499fc06b48
출처 데이터셋
uspto-grants-2001_04
특허 번호
US06218429B1

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