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

HRID 1422339
ノート
印刷プレビュー

反応式

HRID 1422339 の反応式
[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
参加物実験手順後処理出典と根拠反応ノート

参加物

6

反応物 3

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

生成物 1

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

試薬・触媒・溶媒 2

HCID 6344Dichloromethane溶媒HCID 312751,4-Dioxane溶媒

実験手順

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.

後処理

  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)

出典と根拠

ORDレコード
ord-d934be950e9d4947b09c11efd6ba48e2
出典データセット
uspto-grants-2000_06
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06080870

反応ノート

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