2-Imidazolidinone → HCID 57530581, 화합물

HRID 1454566노트

반응식

HRID 1454566 반응식
[NH:1]1[CH2:5][CH2:4][NH:3][C:2]1=[O:6].[H-].[Na+].Br[CH2:10][CH2:11][CH2:12][O:13][Si:14]([C:17]([CH3:20])([CH3:19])[CH3:18])([CH3:16])[CH3:15]>CN(C=O)C.C(Cl)Cl>[Si:14]([O:13][CH2:12][CH2:11][CH2:10][N:1]1[CH2:5][CH2:4][NH:3][C:2]1=[O:6])([C:17]([CH3:18])([CH3:19])[CH3:20])([CH3:16])[CH3:15]

참가 물질

6

반응물 3

HCID 84532-ImidazolidinoneHCID 24758Sodium hydrideHCID 607486(3-Bromopropoxy)(tert-butyl)dimethylsilane

생성물 1

HCID 57530581HCID 57530581, 화합물수율 45%

시약·촉매·용매 2

HCID 6228Dimethylformamide용매HCID 6344Dichloromethane용매

반응 조건

온도
50 °C

실험 절차

To a stirred solution of 2-imidazolidone (5.0 g, 60 mmol) in DMF (100 mL) was added NaH (2.4 g, 60% in mineral oil, 60 mmol). The reaction was then heated to 50° C. and was allowed to stir until bubbling of H2 ceased (˜1 hour). To the mixture was added dropwise (3-bromopropoxy)-tert-butyldimethylsilane (13.5 mL, 60 mmol). The reaction mixture was allowed to stir for 3 hours at 50° C. After 3 hours, the reaction was cooled to room temperature and condensed under reduced pressure and then dissolved in DCM (250 mL) and washed with 1N HCl (500 mL), water (500 mL), NaCl (sat.) (500 mL), dried over MgSO4 and then filtered. The solvent was removed under reduced pressure. The crude material was purified via silica gel chromatography (10% MeOH/DCM) to afford the title compound in 45% yield (6.9 g, 26.7 mmol).

후처리

  1. customuntil bubbling of H2
  2. custom(˜1 hour)
  3. stirringto stir for 3 hours at 50° C
  4. temperaturethe reaction was cooled to room temperature
  5. customcondensed under reduced pressure
  6. washwashed with 1N HCl (500 mL), water (500 mL), NaCl (sat.) (500 mL)
  7. dry with materialdried over MgSO4
  8. filtrationfiltered
  9. customThe solvent was removed under reduced pressure
  10. customThe crude material was purified via silica gel chromatography (10% MeOH/DCM)

출처 및 근거

ORD 기록
ord-969f0c84145b4db6ac35a8cc72b53c8a
출처 데이터셋
uspto-grants-2009_01
특허 번호
US07479562B2

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