1-Methylimidazole → 1-methyl-3-[2-(3-ethoxyphenyl)-2-oxoethyl]-1H-imidazolium bromide

HRID 2119216노트

반응식

HRID 2119216 반응식
[Br:1][CH2:2][C:3]([C:5]1[CH:10]=[CH:9][CH:8]=[C:7]([O:11][CH2:12][CH3:13])[CH:6]=1)=[O:4].[CH3:14][N:15]1[CH:19]=[CH:18][N:17]=[CH:16]1>C(#N)C.CO>[Br-:1].[CH3:14][NH+:15]1[CH:19]=[CH:18][N:17]([CH2:2][C:3]([C:5]2[CH:10]=[CH:9][CH:8]=[C:7]([O:11][CH2:12][CH3:13])[CH:6]=2)=[O:4])[CH2:16]1

참가 물질

5

반응물 2

HCID 13901-MethylimidazoleHCID 226410062-Bromo-1-(3-ethoxyphenyl)ethanone

생성물 1

HCID 703876021-methyl-3-[2-(3-ethoxyphenyl)-2-oxoethyl]-1H-imidazolium bromide수율 7%

시약·촉매·용매 2

HCID 887Methanol용매HCID 6342Acetonitrile용매

실험 절차

A solution of 2.9 g (0.012 mol) of 1-bromo-2-(3-ethoxyphenyl)-2-oxoethane in 20 ml of acetonitrile was combined with 1.03 g (0.013 mol) of 1-methylimidazole and the resulting mixture was stirred at room temperature for approximately 18 hours. The mixture was diluted with methanol and the volatiles were evaporated under reduced pressure to a volume of approximately 15 ml. This solution was diluted with ethyl acetate and the precipitated brown solid was collected by filtration. The collected solid was washed with ethyl acetate and dissolved in hot acetonitrile. The mixture was purified with charcoal and upon cooling the solid was collected. The solid was recrystallized from acetonitrile/diethyl ether to provide two crops which were combined and recrystallized three times from isopropyl alcohol to afford 0.27 g of 1-methyl-3-[2-(3-ethoxyphenyl)-2-oxoethyl]-1H-imidazolium bromide as pale yellow flakes. (7% yield) mp=137°-138° C.

후처리

  1. customthe volatiles were evaporated under reduced pressure to a volume of approximately 15 ml
  2. additionThis solution was diluted with ethyl acetate
  3. filtrationthe precipitated brown solid was collected by filtration
  4. washThe collected solid was washed with ethyl acetate
  5. dissolutiondissolved in hot acetonitrile
  6. customThe mixture was purified with charcoal
  7. temperatureupon cooling the solid
  8. customwas collected
  9. customThe solid was recrystallized from acetonitrile/diethyl ether
  10. customto provide two crops which
  11. customrecrystallized three times from isopropyl alcohol

출처 및 근거

ORD 기록
ord-4a95767e58cc430790434b00f021eb6b
출처 데이터셋
uspto-grants-1987_07
특허 번호
US04683312

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