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

HRID 1290239노트

반응식

HRID 1290239 반응식
[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]

참가 물질

7

반응물 3

HCID 6182524-Iodo-1-tritylimidazoleHCID 64307212-Ethylthiophene-3-carbaldehydeHCID 178418689HCID 178418689, 화합물

생성물 1

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

시약·촉매·용매 3

HCID 3283Diethyl Ether용매HCID 6344Dichloromethane용매HCID 24526Chlorine용매

실험 절차

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##

후처리

  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

출처 및 근거

ORD 기록
ord-57a83d1e28104053b28c7911cbbb5145
출처 데이터셋
uspto-grants-1998_05
특허 번호
US05750720

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