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Sodium borohydride → 4-Bromo-6-fluoro-2,3-dihydro-1H-inden-1-ol

HRID 574633
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HRID 574633 반응식
[Br:1][C:2]1[CH:10]=[C:9]([F:11])[CH:8]=[C:7]2[C:3]=1[CH2:4][CH2:5][C:6]2=[O:12].[BH4-].[Na+]>C(O)C>[Br:1][C:2]1[CH:10]=[C:9]([F:11])[CH:8]=[C:7]2[C:3]=1[CH2:4][CH2:5][CH:6]2[OH:12]
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

4

반응물 2

HCID 4311764Sodium borohydrideHCID 117702304-bromo-6-fluoro-2,3-dihydro-1H-inden-1-one

생성물 1

HCID 894444374-Bromo-6-fluoro-2,3-dihydro-1H-inden-1-ol수율 99%

시약·촉매·용매 1

HCID 702Ethanol용매

실험 절차

According to Scheme 2, step 1: To a solution of 4-Bromo-6-fluoro-indan-1-one (10.0 g, 43.7 mmol) in ethanol (183 ml) at 0° C. NaBH4 (3.67 g, 97.0 mmol) was added in portions and then the mixture was stirred at room temperature for 18 h. After evaporation of solvents in vacuo, water was added to the residue, the solution was extracted 3 times with ethyl acetate, then 2N aqueous HCl was added and the combined organic layers were washed with saturated aq. NaHCO3 and water. After drying over Na2SO4 and filtration, solvents were evaporated in vacuo to give 10.0 g of 4-Bromo-6-fluoro-indan-1-ol (4a) which was used immediately in the next step without purification.

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후처리

  1. customat 0° C
  2. customAfter evaporation of solvents in vacuo, water
  3. additionwas added to the residue
  4. extractionthe solution was extracted 3 times with ethyl acetate
  5. addition2N aqueous HCl was added
  6. washthe combined organic layers were washed with saturated aq. NaHCO3 and water
  7. dry with materialAfter drying over Na2SO4 and filtration, solvents
  8. customwere evaporated in vacuo

출처 및 근거

ORD 기록
ord-d79fef12805943159f06ba839ae774d5
출처 데이터셋
uspto-grants-2015_05
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09034897B2

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