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Acetic Acid → Methyl 2-bromo-5-(1-hydroxy-2-nitro-ethyl)-3-(3-methyl-2-buten-1-yl)-3H-imidazole-4-carboxylate

HRID 1663323
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HRID 1663323 반응식
[N+:1]([CH3:4])([O-:3])=[O:2].C(=O)([O-])[O-].[Cs+].[Cs+].[Br:11][C:12]1[N:16]([CH2:17][CH:18]=[C:19]([CH3:21])[CH3:20])[C:15]([C:22]([O:24][CH3:25])=[O:23])=[C:14]([CH:26]=[O:27])[N:13]=1.C(O)(=O)C>CO.C(Cl)Cl>[Br:11][C:12]1[N:16]([CH2:17][CH:18]=[C:19]([CH3:21])[CH3:20])[C:15]([C:22]([O:24][CH3:25])=[O:23])=[C:14]([CH:26]([OH:27])[CH2:4][N+:1]([O-:3])=[O:2])[N:13]=1
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참가 물질

7

반응물 4

HCID 176Acetic AcidHCID 6375NitromethaneHCID 10796Cesium carbonateHCID 11580300methyl 2-bromo-3-(3-methyl-2-buten-1-yl)-5-formyl-3H-imidazole-4-carboxylate

생성물 1

HCID 67435131Methyl 2-bromo-5-(1-hydroxy-2-nitro-ethyl)-3-(3-methyl-2-buten-1-yl)-3H-imidazole-4-carboxylate

시약·촉매·용매 2

HCID 887
Methanol
용매
2회
HCID 6344Dichloromethane용매

실험 절차

35 ml nitromethane are added to 1.14 g caesium carbonate in 15 ml of methanol at ambient temperature. Then the mixture is combined with a solution of 3.50 g methyl 2-bromo-3-(3-methyl-2-buten-1-yl)-5-formyl-3H-imidazole-4-carboxylate in 20 ml of methanol and 5 ml methylene chloride and stirred for 15 minutes at ambient temperature. Then 0.5 ml acetic acid are added and the solution is evaporated down in vacuo. The flask residue is combined with aqueous sodium hydrogen carbonate solution and extracted with ethyl acetate. The combined organic phases are dried over magnesium sulphate and evaporated down.

후처리

  1. customthe solution is evaporated down in vacuo
  2. extractionextracted with ethyl acetate
  3. dry with materialThe combined organic phases are dried over magnesium sulphate
  4. customevaporated down

출처 및 근거

ORD 기록
ord-6fdb7078ccba491d95b3ae6088c0afe4
출처 데이터셋
uspto-grants-2011_10
DOI
10.6084/m9.figshare.5104873.v1
특허 번호
US08034941B2

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