1-[(Methylsulfanyl)methyl]-2-nitrobenzene → 2-[(Methylsulfanyl)methyl]aniline

HRID 1702523노트

반응식

HRID 1702523 반응식
[CH3:1][S:2][CH2:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[N+:10]([O-])=O>C(O)(=O)C.C(O)C.[Fe]>[CH3:1][S:2][CH2:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[NH2:10]

참가 물질

5

반응물 1

HCID 130574171-[(Methylsulfanyl)methyl]-2-nitrobenzene

생성물 1

HCID 123574872-[(Methylsulfanyl)methyl]aniline

시약·촉매·용매 3

HCID 23925Iron촉매HCID 176Acetic Acid용매HCID 702Ethanol용매

실험 절차

Iron powder (60 g, 1.0 g-atom) was added slowly through a solid addition funnel to a solution of 53.5 g (0.29 mol) of o-methylthiomethylnitrobenzene in 210 ml of glacial acetic acid and 600 ml of absolute ethanol under reflux over a period of 45 minutes. The mixture was then refluxed for 3 hours. The iron powder was filtered off and the filtrate was diluted with 800 ml of water. The aqueous mixture was extracted twice with 200 ml ethyl acetate and twice with 200 ml ether. The combined organic extracts were washed with water, dried and concentrated to yield 48 g (75% pure) of orange oil.

후처리

  1. temperatureunder reflux over a period of 45 minutes
  2. temperatureThe mixture was then refluxed for 3 hours
  3. filtrationThe iron powder was filtered off
  4. additionthe filtrate was diluted with 800 ml of water
  5. extractionThe aqueous mixture was extracted twice with 200 ml ethyl acetate and twice with 200 ml ether
  6. washThe combined organic extracts were washed with water
  7. customdried
  8. concentrationconcentrated
  9. customto yield 48 g (75% pure) of orange oil

출처 및 근거

ORD 기록
ord-0e33b23b59f745929dd52f3c0a765561
출처 데이터셋
uspto-grants-1982_09
특허 번호
US04348220

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