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

HRID 1702523ノート

反応式

HRID 1702523 の反応式
[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]

参加物

5

反応物 1

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

生成物 1

HCID 123574872-[(Methylsulfanyl)methyl]aniline

試薬・触媒・溶媒 3

HCID 23925Iron触媒HCID 176Acetic Acid溶媒HCID 702Ethanol溶媒

実験手順

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.

後処理

  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

出典と根拠

ORDレコード
ord-0e33b23b59f745929dd52f3c0a765561
出典データセット
uspto-grants-1982_09
特許番号
US04348220

反応ノート

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