Ammonium Chloride → 5-Bromo-2-ethylaniline

HRID 43326노트

반응식

HRID 43326 반응식
[Cl-].[NH4+].[Br:3][C:4]1[CH:9]=[CH:8][C:7]([CH2:10][CH3:11])=[C:6]([N+:12]([O-])=O)[CH:5]=1>O.CO.[Zn]>[Br:3][C:4]1[CH:9]=[CH:8][C:7]([CH2:10][CH3:11])=[C:6]([CH:5]=1)[NH2:12]

참가 물질

6

반응물 2

HCID 25517Ammonium ChlorideHCID 75669964-Bromo-1-ethyl-2-nitrobenzene

생성물 1

HCID 233467565-Bromo-2-ethylaniline수율 100%

시약·촉매·용매 3

HCID 23994Zinc촉매HCID 887Methanol용매HCID 962Water용매2회

실험 절차

A solution of ammonium chloride (12.5 g, 0.2 mol) in water (30 ml) is added to a mixture of zinc dust (35.7 g, 0.5 mol) and 4-bromo-1-ethyl-2-nitrobenzene (18 g, 0.07 mol) in methanol (720 ml) and water (180 ml). The reaction mixture is refluxed for one hour, then cooled to room temperature and filtered through a plug of diatomaceous earth. The filtrate is concentrated in vacuo, then diluted with water and extracted with ethyl acetate. The combined organic extracts are washed with water and brine, dried over anhydrous sodium sulfate, filtered and the filtrate concentrated in vacuo to yield 5-bromo-2-ethylaniline (14 g), used without further purification in the next step.

후처리

  1. temperatureThe reaction mixture is refluxed for one hour
  2. filtrationfiltered through a plug of diatomaceous earth
  3. concentrationThe filtrate is concentrated in vacuo
  4. additiondiluted with water
  5. extractionextracted with ethyl acetate
  6. washThe combined organic extracts are washed with water and brine
  7. dry with materialdried over anhydrous sodium sulfate
  8. filtrationfiltered
  9. concentrationthe filtrate concentrated in vacuo

출처 및 근거

ORD 기록
ord-3c6b334827a941978120e0e9895081d9
출처 데이터셋
uspto-grants-2013_09
특허 번호
US08536351B2

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