N-(4-Cyano-3-fluoro-2-methylphenyl)acetamide → 4-Amino-2-fluoro-3-methylbenzonitrile

HRID 501633ノート

反応式

HRID 501633 の反応式
[C:1]([C:3]1[CH:8]=[CH:7][C:6]([NH:9]C(=O)C)=[C:5]([CH3:13])[C:4]=1[F:14])#[N:2]>Cl.CCO>[NH2:9][C:6]1[CH:7]=[CH:8][C:3]([C:1]#[N:2])=[C:4]([F:14])[C:5]=1[CH3:13]

参加物

3

反応物 1

HCID 68454968N-(4-Cyano-3-fluoro-2-methylphenyl)acetamide

生成物 1

HCID 450786764-Amino-2-fluoro-3-methylbenzonitrile収率 96.8%

試薬・触媒・溶媒 1

HCID 21887872Ethanol hydrochloride溶媒

実験手順

N-(4-cyano-3-fluoro-2-methyl-phenyl)-acetamide (72C) (450 mg, 2.34 mmol) was dissolved in 1:1 conc. HCl/EtOH (20 mL), and the mixture was refluxed for 1 h. The reaction was cooled to rt and concentrated. The residue was dissolved in EtOAc (30 mL), washed with sat. aq. NaHCO3 and brine, dried (MgSO4), filtered and concentrated. The residue was recrystallized from EtOAc/Hexane to provide the title compound (340 mg). LC/MS: m/z 151 [M+H]+

後処理

  1. temperaturethe mixture was refluxed for 1 h
  2. concentrationconcentrated
  3. dissolutionThe residue was dissolved in EtOAc (30 mL)
  4. washwashed with sat. aq. NaHCO3 and brine
  5. dry with materialdried (MgSO4)
  6. filtrationfiltered
  7. concentrationconcentrated
  8. customThe residue was recrystallized from EtOAc/Hexane

出典と根拠

ORDレコード
ord-16656997c5c44c3e941ebff13ef073e5
出典データセット
uspto-grants-2010_08
特許番号
US07772267B2

反応ノート

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