7-Benzoyl-3-methyl-3-(methylsulfanyl)-1,3-dihydro-2H-indol-2-one → 7-Benzoyl-3-methyl-1,3-dihydro-2H-indol-2-one

HRID 442543

반응식

HRID 442543 반응식
[C:1]([C:9]1[CH:10]=[CH:11][CH:12]=[C:13]2[C:17]=1[NH:16][C:15](=[O:18])[C:14]2([CH3:21])SC)(=[O:8])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>[Ni].O.O1CCCC1>[C:1]([C:9]1[CH:10]=[CH:11][CH:12]=[C:13]2[C:17]=1[NH:16][C:15](=[O:18])[CH:14]2[CH3:21])(=[O:8])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

참가 물질

4

반응물 1

HCID 129098167-Benzoyl-3-methyl-3-(methylsulfanyl)-1,3-dihydro-2H-indol-2-one

생성물 1

HCID 129012437-Benzoyl-3-methyl-1,3-dihydro-2H-indol-2-one수율 89%

시약·촉매·용매 2

HCID 444642Hydroxy-nickel촉매HCID 8028Tetrahydrofuran용매

실험 절차

A stirred solution of 8 g. (0.027 mole) of 7-benzoyl-3-methyl-3-methylthioindolin-2-one in 80 ml. of tetrahydrofuran was treated under N2 with 40 g. of a commercial Raney nickel-water mixture over a 2 hr. period. At the end of this period the mixture was filtered and the residue washed thoroughly with tetrahydrofuran. One drop of concentrated hydrochloric acid was added to the filtrate and the dark orange solution turned pale yellow. The solution was stripped under vacuum to yellow oil which crystallized on seeding. The material was recrystallized from toluene petroleum ether to give a white crystalline material. The solid (6.0 g., 89% yield) melted at 125°-127° C.

후처리

  1. filtrationAt the end of this period the mixture was filtered
  2. washthe residue washed thoroughly with tetrahydrofuran
  3. additionOne drop of concentrated hydrochloric acid was added to the filtrate
  4. customcrystallized on seeding
  5. customThe material was recrystallized from toluene petroleum ether
  6. customto give a white crystalline material

출처 및 근거

ORD 기록
ord-297e996940294fc783e26797a5ab6bb2
출처 데이터셋
uspto-grants-1977_08
특허 번호
US04045576

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