Tetrahydrofuran → 4-(2-Methylpropyl)-3-(trifluoromethyl)benzamide

HRID 423321

反応式

HRID 423321 の反応式
Br[C:2]1[CH:9]=[CH:8][C:5]([C:6]#[N:7])=[CH:4][C:3]=1[C:10]([F:13])([F:12])[F:11].[Br-].[CH2:15]([Zn+])[CH:16]([CH3:18])[CH3:17].C1C[O:23]CC1>>[CH3:15][CH:16]([CH3:18])[CH2:17][C:2]1[CH:9]=[CH:8][C:5]([C:6]([NH2:7])=[O:23])=[CH:4][C:3]=1[C:10]([F:13])([F:12])[F:11]

参加物

4

反応物 3

HCID 8028TetrahydrofuranHCID 108006474-Bromo-3-(trifluoromethyl)benzonitrileHCID 178448254HCID 178448254、化合物

生成物 1

HCID 570578624-(2-Methylpropyl)-3-(trifluoromethyl)benzamide

実験手順

To a solution of 4-bromo-3-trifluoromethylbenzonitrile (1.25 g, 5.0 mmol) and isobutylzinc bromide (25 mmol) in THF (50 mL, 25 mmol) under argon was added 1,1′-bis(diphenylphosphino)ferrocenedichloro palladium(II) dichloromethane complex (612 mg, 0.75 mmol) and the reaction heated at reflux for 5 h. The mixture was concentrated in vacuo and the residue partitioned between ethyl acetate (80 mL) and water (80 mL). A solid formed and was filtered off and discarded. The organic layer was washed with water (80 mL) before it was dried (phase separator) and concentrated in vacuo to give the crude title compound as a black oil. This was used directly in the next step (1.35 g).

後処理

  1. temperaturethe reaction heated
  2. temperatureat reflux for 5 h
  3. concentrationThe mixture was concentrated in vacuo
  4. customthe residue partitioned between ethyl acetate (80 mL) and water (80 mL)
  5. customA solid formed
  6. filtrationwas filtered off
  7. washThe organic layer was washed with water (80 mL) before it
  8. customwas dried (phase separator)
  9. concentrationconcentrated in vacuo

出典と根拠

ORDレコード
ord-dc994e21b9f242e2a9dc24413ccd496b
出典データセット
uspto-grants-2012_01
特許番号
US08101775B2

関連ノート

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