1-Methoxyethanol → 1-Methyl-7-benzoyloxindole

HRID 27362

反応式

HRID 27362 の反応式
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]

参加物

5

反応物 2

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

生成物 1

HCID 201894721-Methyl-7-benzoyloxindole

試薬・触媒・溶媒 2

HCID 962Water溶媒HCID 1004Phosphoric Acid溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-6b2b40f587964fccaca9e2784d9ad6cf
出典データセット
uspto-grants-1980_09
特許番号
US04221716

関連ノート

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