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Trityl chloride → 4-Iodo-5-methyl-1-trityl-1H-imidazole

HRID 1422339
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HRID 1422339 반응식
[I:1][C:2]1[N:3]=[CH:4][NH:5][C:6]=1[CH3:7].C(N(CC)CC)C.[C:15](Cl)([C:28]1[CH:33]=[CH:32][CH:31]=[CH:30][CH:29]=1)([C:22]1[CH:27]=[CH:26][CH:25]=[CH:24][CH:23]=1)[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1>C(Cl)Cl.O1CCOCC1>[C:15]([N:5]1[C:6]([CH3:7])=[C:2]([I:1])[N:3]=[CH:4]1)([C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)([C:28]1[CH:29]=[CH:30][CH:31]=[CH:32][CH:33]=1)[C:22]1[CH:23]=[CH:24][CH:25]=[CH:26][CH:27]=1
참가 물질실험 절차후처리출처 및 근거반응 노트

참가 물질

6

반응물 3

HCID 6456Trityl chlorideHCID 8471TriethylamineHCID 6103104-Iodo-5-methyl-1H-imidazole

생성물 1

HCID 235114374-Iodo-5-methyl-1-trityl-1H-imidazole

시약·촉매·용매 2

HCID 6344Dichloromethane용매HCID 312751,4-Dioxane용매

실험 절차

To a cold (0° C.) solution of 4-iodo-5-methylimidazole (5.0 g, 24.0 mmol) and triethylamine (5.0 mL, 36.0 mmol) in CH2Cl2 (100 mL) and 1,4-dioxane (50 mL) was added trityl chloride (8.0 g, 29.0 mmol). The resultant mixture was stirred for 2 hours and quenched with ice and extracted with diethyl ether. The organic extracts were washed with sat. aq. NaHCO3, dried (K2CO3) and the solvent evaporated in vacuo. The product mixture was concentrated onto silica gel and chromatographed (Silica gel, 30-50% EtOAc in hexanes) to afford the title compound as a pale yellow powder.

후처리

  1. customquenched with ice
  2. extractionextracted with diethyl ether
  3. washThe organic extracts were washed with sat. aq. NaHCO3
  4. dry with materialdried (K2CO3)
  5. customthe solvent evaporated in vacuo
  6. concentrationThe product mixture was concentrated onto silica gel
  7. customchromatographed (Silica gel, 30-50% EtOAc in hexanes)

출처 및 근거

ORD 기록
ord-d934be950e9d4947b09c11efd6ba48e2
출처 데이터셋
uspto-grants-2000_06
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US06080870

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