Water → ethyl 1-(4-chlorobenzyl)-1H-imidazole-2-carboxylate

HRID 83658노트

반응식

HRID 83658 반응식
[NH:1]1[CH:5]=[CH:4][N:3]=[C:2]1[C:6]([O:8][CH2:9][CH3:10])=[O:7].[Cl:11][C:12]1[CH:19]=[CH:18][C:15]([CH2:16]Cl)=[CH:14][CH:13]=1.C(=O)([O-])[O-].[Na+].[Na+].O>CN(C=O)C>[Cl:11][C:12]1[CH:19]=[CH:18][C:15]([CH2:16][N:1]2[CH:5]=[CH:4][N:3]=[C:2]2[C:6]([O:8][CH2:9][CH3:10])=[O:7])=[CH:14][CH:13]=1

참가 물질

6

반응물 4

HCID 962WaterHCID 77231-Chloro-4-(chloromethyl)benzeneHCID 10340Sodium CarbonateHCID 549404ethyl 1H-imidazole-2-carboxylate

생성물 1

HCID 68379775ethyl 1-(4-chlorobenzyl)-1H-imidazole-2-carboxylate

시약·촉매·용매 1

HCID 6228Dimethylformamide용매

실험 절차

Ethyl 1H-imidazole-2-carboxylate (4 g, 28.5 mmol), p-chlorobenzylchloride (4.38 mL, 34.3 mmol), and sodium carbonate (3.63 g, 34.3 mmol), was dissolved in DMF (8 mL). The solution was stirred at rt for 24 h, at which time water was added and material was extracted with EtOAc. The organic phase was collected, dried over magnesium sulfate, and decanted. Purification accomplished via silica gel flash chromatography (150 g silica, 10% EtOAc/Hexanes to 80% EtOAc/Hexanes.) The title compound was obtained as a clear, yellow-tinted oil. (Yield: 7.28 g, 27.5 mmol, 96%) 1H NMR (400 MHz, CDCl3) 7.25, 7.15, 7.10-7.00, 5.55, 4.34, 1.36

후처리

  1. additionwas added
  2. extractionmaterial was extracted with EtOAc
  3. customThe organic phase was collected
  4. dry with materialdried over magnesium sulfate
  5. customdecanted
  6. customPurification
  7. customwas obtained as a clear, yellow-tinted oil

출처 및 근거

ORD 기록
ord-ae834a5e0c3947ca8859df7634d1354e
출처 데이터셋
uspto-grants-2014_09
특허 번호
US08846684B2

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