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Benzyl Bromide → Diethyl 1-benzyl-2-ethylimidazole-4,5-dicarboxylate

HRID 265196
Notes
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Reaction equation

HRID 265196 reaction equation
[CH2:1]([C:3]1[NH:4][C:5]([C:13]([O:15][CH2:16][CH3:17])=[O:14])=[C:6]([C:8]([O:10][CH2:11][CH3:12])=[O:9])[N:7]=1)[CH3:2].[CH2:18](Br)[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1>>[CH2:18]([N:4]1[C:5]([C:13]([O:15][CH2:16][CH3:17])=[O:14])=[C:6]([C:8]([O:10][CH2:11][CH3:12])=[O:9])[N:7]=[C:3]1[CH2:1][CH3:2])[C:19]1[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

3

Reactant 2

HCID 7498Benzyl BromideHCID 190362672-ethyl-1H-imidazole-4,5-dicarboxylic acid diethyl ester

Product 1

HCID 19036266Diethyl 1-benzyl-2-ethylimidazole-4,5-dicarboxylate

Procedure

Following a procedure similar to that described in Preparation 42(i), 4.00 g of diethyl 2-ethylimidazole-4,5-dicarboxylate were benzylated, using 2.20 ml of benzyl bromide. The product was purified by column chromatography through silica gel, using a 1:1 by volume mixture of methylene chloride and ethyl acetate as the eluent, to give 5.19 g of the title compound as a syrup.

Workup

  1. customThe product was purified by column chromatography through silica gel
  2. additionby volume mixture of methylene chloride and ethyl acetate as the eluent

Sources & evidence

ORD record
ord-9f32da11a8e3463391fc86307680c25d
Source dataset
uspto-grants-1997_07
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US05646171

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes