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Diisobutylaluminum hydride → 2-Fluoro-5-(1-oxopropan-2-yl)benzonitrile

HRID 2173231
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HRID 2173231 반응식
[C:1]([C:3]1[CH:4]=[C:5]([CH:10]([CH3:15])[C:11](OC)=[O:12])[CH:6]=[CH:7][C:8]=1[F:9])#[N:2].CC(C[AlH]CC(C)C)C>C1COCC1>[F:9][C:8]1[CH:7]=[CH:6][C:5]([CH:10]([CH3:15])[CH:11]=[O:12])=[CH:4][C:3]=1[C:1]#[N:2]
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참가 물질

4

반응물 2

HCID 14487Diisobutylaluminum hydrideHCID 67517528Methyl 2-(3-cyano-4-fluorophenyl)propanoate

생성물 1

HCID 874292652-Fluoro-5-(1-oxopropan-2-yl)benzonitrile

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매

실험 절차

A solution of compound methyl 2-(3-cyano-4-fluorophenyl)propanoate (50 mg, 0.24 mmol) in 5 mL of anhydrous THF was cooled to 0° C. and then added DIBAL-H (0.3 mmol) was added. The mixture was warmed to ambient temperature and stirred at ambient temperature for 1.5 hours. The reaction was quenched with water, extracte with EtOAc. The organic layer was washed with saturated chloride, dried over anhydrous sodium sulfate and concentrated. The 2-fluoro-5-(1-oxopropan-2-yl)benzonitrile was used for next step without purification.

후처리

  1. customThe reaction was quenched with water, extracte with EtOAc
  2. washThe organic layer was washed with saturated chloride
  3. dry with materialdried over anhydrous sodium sulfate
  4. concentrationconcentrated
  5. customThe 2-fluoro-5-(1-oxopropan-2-yl)benzonitrile was used for next step without purification

출처 및 근거

ORD 기록
ord-88859a80a4bb42f8941660852d579e1d
출처 데이터셋
uspto-grants-2015_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US09056859B2

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