N-bromobutanimide → 1-(Bromomethyl)-4-methoxy-2-nitrobenzene

HRID 1678709

반응식

HRID 1678709 반응식
[CH3:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][CH3:9])=[CH:4][C:3]=1[N+:10]([O-:12])=[O:11].C1C(=O)N([Br:20])C(=O)C1>C(Cl)(Cl)(Cl)Cl>[Br:20][CH2:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][CH3:9])=[CH:4][C:3]=1[N+:10]([O-:12])=[O:11]

참가 물질

4

반응물 2

HCID 67184N-bromobutanimideHCID 871374-Methyl-3-nitroanisole

생성물 1

HCID 37478301-(Bromomethyl)-4-methoxy-2-nitrobenzene

시약·촉매·용매 1

HCID 5943Carbon Tetrachloride용매

실험 절차

4-Methyl-3-nitroanisole (2.7 mL; manufactured by Sigma-Aldrich Co.) was dissolved in carbon tetrachloride (20 mL; manufactured by Wako Pure Chemical Industries, Ltd.), and NBS (4.0520 g; manufactured by Tokyo Chemical Industry Co., Ltd.) and hydrated benzoyl peroxide (348 mg; manufactured by Sigma-Aldrich Co.) were added to the solution. The mixture was purged with nitrogen, and was stirred for 3 hours at reflux. The reaction solution was filtered, and then the filtrate was washed with an aqueous solution of NaHSO3 and water and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure, and the residue was purified by column chromatography (“COLUMN-B”; n-hexane:ethyl acetate=94:6→73:27). Thus, the title compound (3.2549 g) was obtained.

후처리

  1. customThe mixture was purged with nitrogen
  2. temperatureat reflux
  3. filtrationThe reaction solution was filtered
  4. washthe filtrate was washed with an aqueous solution of NaHSO3 and water
  5. dry with materialdried over anhydrous sodium sulfate
  6. customThe solvent was evaporated under reduced pressure
  7. customthe residue was purified by column chromatography (“COLUMN-B”; n-hexane:ethyl acetate=94:6→73:27)

출처 및 근거

ORD 기록
ord-160003e9764547afa9c7eb3bf7cabab0
출처 데이터셋
uspto-grants-2011_08
특허 번호
US08008506B2

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