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

HRID 325314

반응식

HRID 325314 반응식
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

참가 물질

4

반응물 1

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

생성물 1

HCID 133019785-Phenyloxindole

시약·촉매·용매 2

HCID 444642Hydroxy-nickel촉매HCID 8028Tetrahydrofuran용매

실험 절차

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.

후처리

  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

출처 및 근거

ORD 기록
ord-65fc62c2f18c4b18b88b598b140daa3d
출처 데이터셋
uspto-grants-1984_04
특허 번호
US04440785

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