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

反応式

HRID 442543 の反応式
[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

参加物

4

反応物 1

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 444642Hydroxy-nickel触媒HCID 8028Tetrahydrofuran溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-297e996940294fc783e26797a5ab6bb2
出典データセット
uspto-grants-1977_08
特許番号
US04045576

関連ノート

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