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

HRID 36515

반응식

HRID 36515 반응식
[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]

참가 물질

7

반응물 4

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

생성물 1

HCID 27762631-Benzofuran-2-Ylmethanol

시약·촉매·용매 2

HCID 962Water용매2회HCID 3283Diethyl Ether용매2회

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-bd2a5b64777848ee96303964f1dfb384
출처 데이터셋
uspto-grants-1995_05
특허 번호
US05414013

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