1-Methoxyethanol → 1-Methyl-7-benzoyloxindole

HRID 27362

반응식

HRID 27362 반응식
Cl[C:2]1[C:10]2[C:5](=[C:6]([C:11](=[O:18])[C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=3)[CH:7]=[CH:8][CH:9]=2)[N:4]([CH3:19])[CH:3]=1.C[O:21]C(O)C>P(=O)(O)(O)O.O>[CH3:19][N:4]1[C:5]2[C:10](=[CH:9][CH:8]=[CH:7][C:6]=2[C:11](=[O:18])[C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[CH2:2][C:3]1=[O:21]

참가 물질

5

반응물 2

HCID 30156371-MethoxyethanolHCID 233426753-Chloro-1-methyl-7-benzoylindole

생성물 1

HCID 201894721-Methyl-7-benzoyloxindole

시약·촉매·용매 2

HCID 962Water용매HCID 1004Phosphoric Acid용매

실험 절차

A solution of 46 grams (0.17 mol) of 3-chloro-1-methyl-7-benzoylindole in 250 ml of methoxy-ethanol and 60 ml of 70% phosphoric acid was heated at reflux under a nitrogen atmosphere for 5 hours. The solution was then cooled and diluted with 1.5 liters of water. The organic materials were extracted with methylene chloride and concentrated. The concentrated extract was chromatographed on silica gel and the product eluted with isopropyl ether. The residue obtained crystallized upon standing and was recrystallized from isopropyl alcohol to give 8.9 grams of 1-methyl-7-benzoylindolin-2-one, having a m.p. of 89°-90.5° C.

후처리

  1. temperatureat reflux under a nitrogen atmosphere for 5 hours
  2. temperatureThe solution was then cooled
  3. extractionThe organic materials were extracted with methylene chloride
  4. concentrationconcentrated
  5. extractionThe concentrated extract
  6. customwas chromatographed on silica gel
  7. washthe product eluted with isopropyl ether
  8. customThe residue obtained
  9. customcrystallized
  10. customwas recrystallized from isopropyl alcohol

출처 및 근거

ORD 기록
ord-6b2b40f587964fccaca9e2784d9ad6cf
출처 데이터셋
uspto-grants-1980_09
특허 번호
US04221716

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