3-Methylthio-5-phenylindolin-2-one → 5-Phenyloxindole

HRID 325314

反応式

HRID 325314 の反応式
CS[CH:3]1[C:11]2[C:6](=[CH:7][CH:8]=[C:9]([C:12]3[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=3)[CH:10]=2)[NH:5][C:4]1=[O:18]>[Ni].O.O1CCCC1>[C:12]1([C:9]2[CH:10]=[C:11]3[C:6](=[CH:7][CH:8]=2)[NH:5][C:4](=[O:18])[CH2:3]3)[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=1

参加物

4

反応物 1

HCID 133019763-Methylthio-5-phenylindolin-2-one

生成物 1

HCID 133019785-Phenyloxindole

試薬・触媒・溶媒 2

HCID 444642Hydroxy-nickel触媒HCID 8028Tetrahydrofuran溶媒

実験手順

To a slurry of 11.2 g. (0.044 mole) of 3-methylthio-5-phenylindolin-2-one in 500 ml. of tetrahydrofuran was added 100 g. of a commercial Raney nickel/water preparation portionwise over a 2 hr. period. The mixture was filtered through celite and the filtrate was concentrated. A small amount of methylene chloride was added to the residue and the resulting solid was collected by filtration. This solid was recrystallized from toluene to give 6.2 g. (67%) of product as a tan solid, m.p. 214°-15° C.

後処理

  1. filtrationThe mixture was filtered through celite
  2. concentrationthe filtrate was concentrated
  3. additionA small amount of methylene chloride was added to the residue
  4. filtrationthe resulting solid was collected by filtration
  5. customThis solid was recrystallized from toluene
  6. customto give 6.2 g

出典と根拠

ORDレコード
ord-65fc62c2f18c4b18b88b598b140daa3d
出典データセット
uspto-grants-1984_04
特許番号
US04440785

関連ノート

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