Methanol → 6-Methoxy-1-methyl-1H-benzimidazole

HRID 2091219ノート

反応式

HRID 2091219 の反応式
[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]([N+:11]([O-])=O)=[C:7]([CH:10]=1)[NH:8][CH3:9].[CH3:14]O>[Pd]>[CH3:1][O:2][C:3]1[CH:4]=[CH:5][C:6]2[N:11]=[CH:9][N:8]([CH3:14])[C:7]=2[CH:10]=1

参加物

4

反応物 2

HCID 887MethanolHCID 153056Benzenamine, 5-methoxy-N-methyl-2-nitro-

生成物 1

HCID 118050756-Methoxy-1-methyl-1H-benzimidazole収率 60%

試薬・触媒・溶媒 1

HCID 23938Palladium触媒

実験手順

To a solution (200 mL) of 5-methoxy-N-methyl-2-nitroaniline (6.30 g) synthesized above in methanol was added 10% palladium/carbon (1.00 g) and the mixture was stirred under hydrogen atmosphere overnight at room temperature. Palladium/carbon was filtered off, and the filtrate was concentrated. A solution (150 mL) of the residue in formic acid was stirred overnight with heating under reflux, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (25% ethyl acetate/petroleum ether) to give the title object compound (4.07 g, 60%) as a white solid.

後処理

  1. filtrationPalladium/carbon was filtered off
  2. concentrationthe filtrate was concentrated
  3. stirringA solution (150 mL) of the residue in formic acid was stirred overnight
  4. temperaturewith heating
  5. temperatureunder reflux
  6. concentrationconcentrated under reduced pressure
  7. customThe residue was purified by silica gel column chromatography (25% ethyl acetate/petroleum ether)

出典と根拠

ORDレコード
ord-e976256f9a7d470ea1c73ae16c17e53b
出典データセット
uspto-grants-2013_05
特許番号
US08436043B2

反応ノート

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