Potassium Iodide → 1,4-Dibromo-2-iodobenzene

HRID 334065노트

반응식

HRID 334065 반응식
[Br:1][C:2]1[CH:8]=[CH:7][C:6]([Br:9])=[CH:5][C:3]=1N.N([O-])=O.[Na+].[I-:14].[K+]>S(=O)(=O)(O)O.O>[Br:1][C:2]1[CH:8]=[CH:7][C:6]([Br:9])=[CH:5][C:3]=1[I:14]

참가 물질

6

반응물 3

HCID 4875Potassium IodideHCID 771982,5-DibromoanilineHCID 23668193Sodium Nitrite

생성물 1

HCID 134063481,4-Dibromo-2-iodobenzene

시약·촉매·용매 2

HCID 962Water용매3회HCID 1118Sulfuric Acid용매

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온도
65 °C

실험 절차

To a stirred mixture of 2.50 g (9.96 mmol) 2,5-dibromoaniline in 7 mL conc. sulfuric acid and 20 mL water, was added a solution of 1.00 g (14.5 mmol) sodium nitrite in 10 mL water dropwise at 0° C. and the mixture was stirred at this temperature for 1.25 h. A solution of 2.15 g (13.0 mmol) potassium iodide in 20 mL water was added dropwise under ice cooling. The ice bath was removed and the reaction mixture was heated to 65° C. for 30 min. After cooling to RT, the mixture was worked up by adding aqueous sodium thiosulfate solution, followed by extraction with PE/EtOAc. The combined organic phases were washed with aqueous sodium thiosulfate solution and saturated aqueous sodium bicarbonate solution, dried over sodium sulfate, filtered and concentrated in vacuo. The crude material was purified by flash chromatography (PE/EtOAc=100→96/4).

후처리

  1. customThe ice bath was removed
  2. temperatureAfter cooling to RT
  3. additionby adding aqueous sodium thiosulfate solution
  4. extractionfollowed by extraction with PE/EtOAc
  5. washThe combined organic phases were washed with aqueous sodium thiosulfate solution and saturated aqueous sodium bicarbonate solution
  6. dry with materialdried over sodium sulfate
  7. filtrationfiltered
  8. concentrationconcentrated in vacuo
  9. customThe crude material was purified by flash chromatography (PE/EtOAc=100→96/4)

출처 및 근거

ORD 기록
ord-3155c25404674101834ddd64735195ac
출처 데이터셋
uspto-grants-2014_11
특허 번호
US08883789B2

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