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1-Methylimidazole → ethyl 1-methyl-1H-imidazole-2-carboxylate

HRID 988068
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HRID 988068 반응식
[CH3:1][N:2]1[CH:6]=[CH:5][N:4]=[CH:3]1.C(#N)C.Cl[C:11]([O:13][CH2:14][CH3:15])=[O:12]>C(N(CC)CC)C>[CH3:1][N:2]1[CH:6]=[CH:5][N:4]=[C:3]1[C:11]([O:13][CH2:14][CH3:15])=[O:12]
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

5

반응물 3

HCID 13901-MethylimidazoleHCID 6342AcetonitrileHCID 10928Ethyl chloroformate

생성물 1

HCID 4261883ethyl 1-methyl-1H-imidazole-2-carboxylate수율 82%

시약·촉매·용매 1

HCID 8471Triethylamine용매

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온도
-20 °C

실험 절차

N-methylimidazole (320 g, 3.9 mol) was combined with 2 L acetonitrile and 1 L triethylamine in a 12 L flask equipped with a mechanical stirrer and the solution cooled to −20° C. Ethyl chloroformate (1000 g, 9.2 mol) was added with stirring, keeping the temperature between −20° C. and −25° C. The reaction was allowed to lowly warm to room temperature and stir for 36 h. Precipitated triethylamine hydrochloride was removed by filtration and the solution concentrated in vacuo at 65° C. The resulting oil was purified by distillation under reduced pressure (2 torr, 102° C.) to provide a white solid (360 g, 82% yield).

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후처리

  1. customequipped with a mechanical stirrer
  2. customthe temperature between −20° C. and −25° C
  3. temperatureto lowly warm to room temperature
  4. stirringstir for 36 h
  5. customPrecipitated triethylamine hydrochloride was removed by filtration
  6. concentrationthe solution concentrated in vacuo at 65° C
  7. distillationThe resulting oil was purified by distillation under reduced pressure (2 torr, 102° C.)

출처 및 근거

ORD 기록
ord-0af0c12a71574c4ab2e6ec57258eefa6
출처 데이터셋
uspto-grants-2003_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06635417B1

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