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Water → HCID 11543588, 화합물

HRID 1714206
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HRID 1714206 반응식
C[C:2]#[N:3].[CH2:4]([Li])CCC.[Cl:9][C:10]1[C:21]([Cl:22])=[CH:20][C:13]2[NH:14][C:15]([C:17](=[O:19])[CH3:18])=[N:16][C:12]=2[CH:11]=1.O>C1COCC1>[Cl:22][C:21]1[C:10]([Cl:9])=[CH:11][C:12]2[NH:16][C:15]([C:17]([OH:19])([CH3:4])[CH2:18][C:2]#[N:3])=[N:14][C:13]=2[CH:20]=1
참가 물질반응 조건실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 4

HCID 962WaterHCID 6342AcetonitrileHCID 534071411-(5,6-Dichloro-1H-benzimidazol-2-yl)ethan-1-oneHCID 178418339Butyllithium

생성물 1

HCID 11543588HCID 11543588, 화합물

시약·촉매·용매 1

HCID 8028Tetrahydrofuran용매2회

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온도
-78 °C

실험 절차

CH3CN was added to a solution of n-butyl lithium in THF (8 ml) at −78° C. and the mixture was stirred at −78° C. for 45 minutes. To this solution was added 1-(5,6-dichloro-1H-benzimidazol-2-yl)-ethanone in THF (6 ml) and the resulting mixture was stirred at −78° C. for an addition ½ hour. After stirring at 0° C. for 6 hrs, water was added, the resulting solution was extracted with EtOAc, the organic layer was washed with brine and then dried over anhydrous Na2SO4. Solvent was distilled off under reduced pressure. Column chromatography (silica gel, EtOAc/hexanes 10% to 50%) yielded the title product as an off-white solid.

후처리

  1. stirringthe resulting mixture was stirred at −78° C. for an addition ½ hour
  2. stirringAfter stirring at 0° C. for 6 hrs
  3. extractionthe resulting solution was extracted with EtOAc
  4. washthe organic layer was washed with brine
  5. dry with materialdried over anhydrous Na2SO4
  6. distillationSolvent was distilled off under reduced pressure

출처 및 근거

ORD 기록
ord-67ed343f5d1743489d1fe899215f9795
출처 데이터셋
uspto-grants-2010_09
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US07795446B2

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