HCID 86686569、化合物 → 4'-Fluorospiro[cyclobutane-1,3'-indol]-2'(1'H)-one

HRID 1528090ノート

反応式

HRID 1528090 の反応式
[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([N+:8]([O-])=O)[C:3]=1[C:11]1([C:15]([O:17]C)=O)[CH2:14][CH2:13][CH2:12]1>C(O)(=O)C.[Zn]>[F:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]2[C:3]=1[C:11]1([CH2:14][CH2:13][CH2:12]1)[C:15](=[O:17])[NH:8]2

参加物

4

反応物 1

HCID 86686569HCID 86686569、化合物

生成物 1

HCID 866865714'-Fluorospiro[cyclobutane-1,3'-indol]-2'(1'H)-one収率 97.9%

試薬・触媒・溶媒 2

HCID 23994Zinc触媒HCID 176Acetic Acid溶媒

実験手順

To a solution of methyl 1-(2-fluoro-6-nitrophenyl)cyclobutanecarboxylate (3.11 g) in acetic acid (60 mL) was added zinc (16.1 g), and the mixture was stirred overnight at room temperature. The zinc was removed by filtration, and the filtrate was concentrated under reduced pressure, and the residue was dissolved in ethyl acetate. The solution was washed with saturated aqueous sodium hydrogen carbonate solution, dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (2.30 g).

後処理

  1. customThe zinc was removed by filtration
  2. concentrationthe filtrate was concentrated under reduced pressure
  3. dissolutionthe residue was dissolved in ethyl acetate
  4. washThe solution was washed with saturated aqueous sodium hydrogen carbonate solution
  5. dry with materialdried over anhydrous magnesium sulfate
  6. concentrationconcentrated under reduced pressure
  7. customThe residue was purified by silica gel column chromatography (ethyl acetate/hexane)

出典と根拠

ORDレコード
ord-583c37fc649c4e0593a695c600aec3d2
出典データセット
uspto-grants-2015_07
特許番号
US09090586B2

反応ノート

読み込み中…