Ethyl 1H-imidazole-1-carboxylate → HCID 178473360, compound

HRID 2417644

Reaction equation

HRID 2417644 reaction equation
[CH2:1]([O:3][C:4]([N:6]1[CH:10]=[CH:9][N:8]=[CH:7]1)=[O:5])[CH3:2].[Br:11][CH2:12][C:13]1[CH:24]=[CH:23][C:16]([CH:17]=[CH:18][C:19]([O:21][CH3:22])=[O:20])=[CH:15][CH:14]=1>C(#N)C>[Br-:11].[CH2:1]([O:3][C:4]([N+:6]1[CH:10]=[CH:9][N:8]([CH2:12][C:13]2[CH:14]=[CH:15][C:16]([CH:17]=[CH:18][C:19]([O:21][CH3:22])=[O:20])=[CH:23][CH:24]=2)[CH:7]=1)=[O:5])[CH3:2]

Participants

4

Reactant 2

HCID 87963Ethyl 1H-imidazole-1-carboxylateHCID 53395294Methyl 3-(4-(bromomethyl)phenyl)-2-propenoate

Product 1

HCID 178473360HCID 178473360, compoundYield 73.4%

Reagents, catalysts & solvents 1

HCID 6342AcetonitrileSolvent

Procedure

To 5 ml of dry acetonitrile were added 1.4 g of 1-ethoxycarbonylimidazole and 2.55 g of methyl 4-bromomethylcinnamate, the mixture was stirred for 5 hours at room temperature. The precipitated crystals were collected by filtration and recrystallized from acetonitrile/diethyl ether to yield 2.9 g of 1-ethoxycarbonyl-3-[4-(2-methoxycarbonylvinyl)benzyl]imidazolium bromide.

Workup

  1. filtrationThe precipitated crystals were collected by filtration
  2. customrecrystallized from acetonitrile/diethyl ether

Sources & evidence

ORD record
ord-81fb1012f14e4aa5a7ad4165967cce60
Source dataset
uspto-grants-1984_09
Patent number
US04469865

Linked notes

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