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

HRID 646719
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HRID 646719 반응식
[N:1]([CH:4]1[CH2:12][C:11]2[C:6](=[CH:7][CH:8]=[CH:9][C:10]=2[F:13])[C:5]1=[O:14])=[N+:2]=[N-:3].[BH4-].[Na+]>CO>[N:1]([CH:4]1[CH2:12][C:11]2[C:6](=[CH:7][CH:8]=[CH:9][C:10]=2[F:13])[CH:5]1[OH:14])=[N+:2]=[N-:3]
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참가 물질

4

반응물 2

HCID 4311764Sodium borohydrideHCID 866078392-azido-4-fluoro-2,3-dihydro-1H-inden-1-one

생성물 1

HCID 866078402-azido-4-fluoro-2,3-dihydro-1H-inden-1-ol수율 73.6%

시약·촉매·용매 1

HCID 887Methanol용매

실험 절차

To a solution of 2-azido-4-fluoro-2,3-dihydro-1H-inden-1-one (0.81 g, 4.5 mmol) in MeOH (15.0 mL), was added NaBH4 (0.19 g, 4.5 mmol) in one portion. After stirring for 10 min at r.t., the solution was concentrated in vacuo. The residue was taken up in EtOAc (100 mL), and this solution was washed with saturated NaHCO3 (aq) (50 mL), dried (Na2SO4), filtered and concentrated in vacuo to give 0.64 g (73% yield) of 2-azido-4-fluoro-2,3-dihydro-1H-inden-1-ol as a white solid, which was used without further purification: 1H NMR (400 MHz, CDCl3): 7.23 (m, 2H), 6.97 (t, 1H), 5.15 (dd, 1H), 4.37 (q, 1H), 3.17 (d, 1H), 2.40 (d, 1H).

후처리

  1. concentrationthe solution was concentrated in vacuo
  2. washthis solution was washed with saturated NaHCO3 (aq) (50 mL)
  3. dry with materialdried (Na2SO4)
  4. filtrationfiltered
  5. concentrationconcentrated in vacuo

출처 및 근거

ORD 기록
ord-f76325c72d084f60a290a5af2a2e94c6
출처 데이터셋
uspto-grants-2010_04
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07704995B2

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