Trityl chloride → 4-Bromo-1-trityl-1H-imidazole

HRID 1176656노트

반응식

HRID 1176656 반응식
C(N(CC)CC)C.[Br:8][C:9]1[N:10]=[CH:11][NH:12][CH:13]=1.[C:14](Cl)([C:27]1[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=1)([C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1)[C:15]1[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=1.C(=O)([O-])O.[Na+]>ClCCl>[Br:8][C:9]1[N:10]=[CH:11][N:12]([C:14]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)([C:27]2[CH:28]=[CH:29][CH:30]=[CH:31][CH:32]=2)[C:21]2[CH:22]=[CH:23][CH:24]=[CH:25][CH:26]=2)[CH:13]=1

참가 물질

6

반응물 4

HCID 6456Trityl chlorideHCID 8471TriethylamineHCID 516892Sodium BicarbonateHCID 178418934HCID 178418934, 화합물

생성물 1

HCID 27732744-Bromo-1-trityl-1H-imidazole

시약·촉매·용매 1

HCID 6344Dichloromethane용매

실험 절차

0.3787 g of triethylamine is added dropwise over 15 minutes to a solution of 0.500 g of 4-bromoimidazole, 1.043 g of trityl chloride and 25 ml of dichloromethane. The reaction mixture is stirred at room temperature for 11 hours and then poured onto 50 ml of aqueous saturated sodium hydrogencarbonate solution. The mixture is extracted twice with 75 ml of dichloromethane. The combined organic phases are washed with 50 ml of brine, dried over sodium sulphate and concentrated by evaporation. The title compound is obtained as a white solid from the residue by means of flash chromatography (SiO2 60F). Rf=0.38 (1:3 EtOAc-heptane); Rt=5.02.

후처리

  1. extractionThe mixture is extracted twice with 75 ml of dichloromethane
  2. washThe combined organic phases are washed with 50 ml of brine
  3. dry with materialdried over sodium sulphate
  4. concentrationconcentrated by evaporation

출처 및 근거

ORD 기록
ord-4835348da69c497998f5d0e5972d480c
출처 데이터셋
uspto-grants-2010_11
특허 번호
US07842688B2

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