4-Iodo-1-tritylimidazole → (2-Ethylthien-3-yl)-1-trityl-imidazol-4-yl-methanol

HRID 1290239ノート

反応式

HRID 1290239 の反応式
[C:1]([N:20]1[CH:24]=[C:23](I)[N:22]=[CH:21]1)([C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1)([C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C[Mg+].[Br-].[CH2:29]([C:31]1[S:32][CH:33]=[CH:34][C:35]=1[CH:36]=[O:37])[CH3:30]>C(Cl)Cl.C(OCC)C.ClCl>[CH2:29]([C:31]1[S:32][CH:33]=[CH:34][C:35]=1[CH:36]([C:23]1[N:22]=[CH:21][N:20]([C:1]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[C:2]2[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=2)[CH:24]=1)[OH:37])[CH3:30]

参加物

7

反応物 3

HCID 6182524-Iodo-1-tritylimidazoleHCID 64307212-Ethylthiophene-3-carbaldehydeHCID 178418689HCID 178418689、化合物

生成物 1

HCID 10694859(2-Ethylthien-3-yl)-1-trityl-imidazol-4-yl-methanol

試薬・触媒・溶媒 3

HCID 3283Diethyl Ether溶媒HCID 6344Dichloromethane溶媒HCID 24526Chlorine溶媒

実験手順

To a solution of N-trityl-4-iodo-imidazole (4.1 g, 0.0095 mol) in dry CH2Cl2 (75 mL) was added a solution of MeMgBr (4.0 mL, 3.0M) in diethyl ether and the solution was stirred for 3 hrs. Then a solution of 2-ethylthiophene-3-carboxaldehyde, B7, (1.66 g, 0.0087 mol) in CH2 Cl2 (20 mL) was added and the reaction mixture was stirred at room temperature overnight. The reaction was quenched with aqueous NH4Cl and the mixture was transferred to a separatory funnel. The aqueous layer was extracted with a second portion of CH2Cl2. The extracts were combined and washed with a small portion of water, dried (Na2 SO4), and filtered. The solvent was evaporated in vacuo, and the residue was triturated with Et2O to give (2-ethylthien-3-yl)-1-trityl-imidazol-4-yl-methanol, C7, as a beige solid which was taken on to the next step directly. ##STR56##

後処理

  1. stirringthe reaction mixture was stirred at room temperature overnight
  2. customThe reaction was quenched with aqueous NH4Cl
  3. customthe mixture was transferred to a separatory funnel
  4. extractionThe aqueous layer was extracted with a second portion of CH2Cl2
  5. washwashed with a small portion of water
  6. customdried (Na2 SO4)
  7. filtrationfiltered
  8. customThe solvent was evaporated in vacuo
  9. customthe residue was triturated with Et2O

出典と根拠

ORDレコード
ord-57a83d1e28104053b28c7911cbbb5145
出典データセット
uspto-grants-1998_05
特許番号
US05750720

反応ノート

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