Piperidine → 3-Isopropylidene-4-methoxy-1,3-dihydro-indol-2-one

HRID 1244839ノート

反応式

HRID 1244839 の反応式
[CH3:1][O:2][C:3]1[CH:11]=[CH:10][CH:9]=[C:8]2[C:4]=1[CH2:5][C:6](=[O:12])[NH:7]2.N1CC[CH2:16][CH2:15][CH2:14]1>CC(C)=O>[C:15](=[C:5]1[C:4]2[C:8](=[CH:9][CH:10]=[CH:11][C:3]=2[O:2][CH3:1])[NH:7][C:6]1=[O:12])([CH3:16])[CH3:14]

参加物

4

反応物 2

HCID 8082PiperidineHCID 5960014-Methoxy-2-indolinone

生成物 1

HCID 219232453-Isopropylidene-4-methoxy-1,3-dihydro-indol-2-one収率 19%

試薬・触媒・溶媒 1

HCID 180Acetone溶媒

実験手順

A mixture of 4-methoxyoxindole (3.0 g, 18.4 mmol) and piperidine (3.5 mL, 36.89 mmol) in acetone (100 mL) is heated at reflux for 18 hours. The mixture is concentrated to dryness and triturated with methanol (20 mL). Filtration removed 800 mg of unreacted 4-methoxyoxindole. The filtrate is preadsorbed on silica gel (5 g), and purified by flash chromtography (120 g SiO2, 25% ethyl acetate:hexane to 50% ethyl acetate:hexane) to provide 700 mg (19%) of 3-isopropylidene-4-methoxy-1,3-dihydro-indol-2-one. MS (ESI+) 204.

後処理

  1. temperatureis heated
  2. temperatureat reflux for 18 hours
  3. concentrationThe mixture is concentrated to dryness
  4. customtriturated with methanol (20 mL)
  5. filtrationFiltration
  6. customremoved 800 mg of unreacted 4-methoxyoxindole
  7. custompurified by flash chromtography (120 g SiO2, 25% ethyl acetate:hexane to 50% ethyl acetate:hexane)

出典と根拠

ORDレコード
ord-33a7bd6c3acc411e8cf706dd90321c1a
出典データセット
uspto-grants-2006_10
特許番号
US07122680B2

反応ノート

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