Potassium Carbonate → 4-Bromo-3-chloro-6-iodo-2-methylaniline

HRID 1909897노트

반응식

HRID 1909897 반응식
Cl.[Br:2][C:3]1[CH:9]=[CH:8][C:6]([NH2:7])=[C:5]([CH3:10])[C:4]=1[Cl:11].C([O-])(=O)C.[Na+].[I:17]N1C(=O)CCC1=O.C(=O)([O-])[O-].[K+].[K+]>O.C(OCC)(=O)C.C(O)(=O)C>[Br:2][C:3]1[CH:9]=[C:8]([I:17])[C:6]([NH2:7])=[C:5]([CH3:10])[C:4]=1[Cl:11]

참가 물질

8

반응물 4

HCID 11430Potassium CarbonateHCID 120273N-IodosuccinimideHCID 517045Sodium AcetateHCID 866544344-Bromo-3-chloro-2-methylaniline hydrochloride

생성물 1

HCID 583067804-Bromo-3-chloro-6-iodo-2-methylaniline수율 96.4%

시약·촉매·용매 3

HCID 176Acetic Acid용매HCID 962Water용매HCID 8857Ethyl Acetate용매

실험 절차

To a mixture of 4-bromo-3-chloro-2-methyl aniline hydrochloride (1.0 g), sodium acetate (0.5 g), and acetic acid (15 mL) was added N-iodosuccinimide (1.0 g) under water-cooling. The reaction mixture was stirred at room temperature for 3.5 hours. To the reaction mixture were added ethyl acetate and water, and alkalified by adding potassium carbonate. Then, a liquid-separation operation was carried out, and the organic layer was washed with saturated brine, dried over anhydrous sodium sulfate, and then evaporated under reduced pressure. The residue was purified by silica gel column chromatography (hexane:ethyl acetate=100:0-90:10) to obtain 4-bromo-3-chloro-6-iodo-2-methylaniline (1.3 g).

후처리

  1. temperaturecooling
  2. washthe organic layer was washed with saturated brine
  3. dry with materialdried over anhydrous sodium sulfate
  4. customevaporated under reduced pressure
  5. customThe residue was purified by silica gel column chromatography (hexane:ethyl acetate=100:0-90:10)

출처 및 근거

ORD 기록
ord-5c7205a44212413690f5446e8c8d412c
출처 데이터셋
uspto-grants-2013_12
특허 번호
US08598355B2

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