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

HRID 1244839노트

반응식

HRID 1244839 반응식
[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]

참가 물질

4

반응물 2

HCID 8082PiperidineHCID 5960014-Methoxy-2-indolinone

생성물 1

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

시약·촉매·용매 1

HCID 180Acetone용매

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-33a7bd6c3acc411e8cf706dd90321c1a
출처 데이터셋
uspto-grants-2006_10
특허 번호
US07122680B2

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