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

HRID 2091219노트

반응식

HRID 2091219 반응식
[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

참가 물질

4

반응물 2

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

생성물 1

HCID 118050756-Methoxy-1-methyl-1H-benzimidazole수율 60%

시약·촉매·용매 1

HCID 23938Palladium촉매

실험 절차

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.

후처리

  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)

출처 및 근거

ORD 기록
ord-e976256f9a7d470ea1c73ae16c17e53b
출처 데이터셋
uspto-grants-2013_05
특허 번호
US08436043B2

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