1-Bromo-2,4-dimethyl-3-nitrobenzene → 3-Bromo-2,6-dimethylaniline

HRID 1182263노트

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HRID 1182263 반응식
[Br:1][C:2]1[CH:7]=[CH:6][C:5]([CH3:8])=[C:4]([N+:9]([O-])=O)[C:3]=1[CH3:12]>C(O)(=O)C.C(OCC)C.[Fe]>[Br:1][C:2]1[C:3]([CH3:12])=[C:4]([NH2:9])[C:5]([CH3:8])=[CH:6][CH:7]=1

참가 물질

5

반응물 1

HCID 27533801-Bromo-2,4-dimethyl-3-nitrobenzene

생성물 1

HCID 127923303-Bromo-2,6-dimethylaniline

시약·촉매·용매 3

HCID 23925Iron촉매HCID 176Acetic Acid용매HCID 3283Diethyl Ether용매

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온도
80 °C

실험 절차

To a solution of crude 1-bromo-2,4-dimethyl-3-nitrobenzene (0.58 g, 2.9 mmol) in glacial acetic acid (12 mL) was added iron powder (0.65 g, 11.6 mmol). The mixture was stirred rapidly at 80° C. under nitrogen for 2 hours. Upon completion, the mixture was cooled, diluted with diethyl ether and extracted with aqueous sodium hydroxide solution (2N). The organic layer was dried over sodium sulfate, decanted and concentrated under reduced pressure to give 3-bromo-2,6-dimethylphenylamine as a yellow oil which was used without further purification.

후처리

  1. temperatureUpon completion, the mixture was cooled
  2. extractionextracted with aqueous sodium hydroxide solution (2N)
  3. dry with materialThe organic layer was dried over sodium sulfate
  4. customdecanted
  5. concentrationconcentrated under reduced pressure

출처 및 근거

ORD 기록
ord-21c746c8382246fc89d74d11dd98c0e2
출처 데이터셋
uspto-grants-2007_10
특허 번호
US07288538B2

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