Water → HCID 54222598, 화합물

HRID 362894

반응식

HRID 362894 반응식
[C:1]1([C:7]2[N:8]=[CH:9][NH:10][C:11]=2[C:12]2[CH:17]=[CH:16][CH:15]=[CH:14][CH:13]=2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[H-].[Na+].Br[CH2:21][CH2:22][Cl:23].O>CN(C=O)C>[Cl:23][CH2:22][CH2:21][N:8]1[C:7]([C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=2)=[C:11]([C:12]2[CH:13]=[CH:14][CH:15]=[CH:16][CH:17]=2)[N:10]=[CH:9]1

참가 물질

6

반응물 4

HCID 962WaterHCID 78491-Bromo-2-ChloroethaneHCID 24758Sodium hydrideHCID 695884,5-Diphenylimidazole

생성물 1

HCID 54222598HCID 54222598, 화합물수율 17.7%

시약·촉매·용매 1

HCID 6228Dimethylformamide용매3회

반응 조건

온도
60 °C

실험 절차

Step 1): A solution of 4,5-diphenylimidazole (2.5 g, 11.3 mmol) in dry DMF (20 ml) was added to a suspension of NaH (0.33 g, 13.8 mmol) in dry DMF (5 ml) at 50° C. under nitrogen atmosphere. The reaction mixture was heated at 60° C. for 2 hours. After heating, the mixture was added dropwise to a solution of 1-bromo-2-chloroethane (4.9 g, 33.9 mmol) in dry DMF (30 ml) over 1 hour at 50° C. The reaction mixture was heated continuously at 40° C. for 5 hours, then poured into water and extracted with ethyl acetate. The organic layer was washed with water, dried (MgSO4) and concentrated. The precipitates were filtered off. The filtrate was concentrated. The residue was purified by column chromatography on silica gel (ethyl acetate and hexane) to give 1-(2-chloroethyl)-4,5-diphenylimidazole (17.7%).

후처리

  1. temperatureAfter heating
  2. temperatureThe reaction mixture was heated continuously at 40° C. for 5 hours
  3. extractionextracted with ethyl acetate
  4. washThe organic layer was washed with water
  5. dry with materialdried (MgSO4)
  6. concentrationconcentrated
  7. filtrationThe precipitates were filtered off
  8. concentrationThe filtrate was concentrated
  9. customThe residue was purified by column chromatography on silica gel (ethyl acetate and hexane)

출처 및 근거

ORD 기록
ord-558393d498c0477db34afe62487478cb
출처 데이터셋
uspto-grants-1999_02
특허 번호
US05872115

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