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

HRID 2173231
ノート
印刷プレビュー

反応式

HRID 2173231 の反応式
[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]
参加物実験手順後処理出典と根拠反応ノート

参加物

4

反応物 2

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

生成物 1

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

試薬・触媒・溶媒 1

HCID 8028Tetrahydrofuran溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-88859a80a4bb42f8941660852d579e1d
出典データセット
uspto-grants-2015_06
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US09056859B2

反応ノート

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このページの内容参加物実験手順後処理出典と根拠反応ノート