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CAS No.: | 1021949-47-2 |
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Name: | 5-[1-(2,3-DiMethylphenyl)ethenyl]iMidazole |
Article Data: | 7 |
Molecular Structure: | |
Formula: | C13H14N2 |
Molecular Weight: | 198.268 |
Synonyms: | 5-[1-(2,3-dimethylphenyl)ethenyl]-1H-imidazole |
Density: | 1.066 |
Boiling Point: | 393.2±11.0 °C(Predicted) |
PSA: | 28.68000 |
LogP: | 3.08800 |
1-(4-imidazolyl)-1-(2,3-dimethylphenyl)ethylene
Conditions | Yield |
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With toluene-4-sulfonic acid In toluene at 0.11℃; for 2h; Reagent/catalyst; Solvent; Temperature; Dean-Stark; | 100% |
Methyltriphenylphosphonium bromide
1-(4-imidazolyl)-1-(2,3-dimethylphenyl)ethylene
Conditions | Yield |
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With potassium tert-butylate In tetrahydrofuran at 20 - 25℃; for 18h; Wittig Olefination; | 94% |
1-(4-imidazolyl)-1-(2,3-dimethylphenyl)ethylene
Conditions | Yield |
---|---|
Stage #1: (1-trityl-1H-imidazol-4-yl)boronic acid; C10H11Br With tris-(dibenzylideneacetone)dipalladium(0); sodium phosphate In 5,5-dimethyl-1,3-cyclohexadiene; water at 105℃; Inert atmosphere; Stage #2: With toluene-4-sulfonic acid In tetrahydrofuran at 20 - 65℃; for 1.5h; Reagent/catalyst; Solvent; Temperature; | 74.9% |
1-(4-imidazolyl)-1-(2,3-dimethylphenyl)ethylene
Conditions | Yield |
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With sodium hydroxide; water at 0 - 25℃; for 1 - 1.5h; |
4-<(2,3-dimethylphenyl)carbonyl>-1-(triphenylmethyl)imidazole
1-(4-imidazolyl)-1-(2,3-dimethylphenyl)ethylene
Conditions | Yield |
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Multi-step reaction with 2 steps 1.1: n-butyllithium / hexane; tetrahydrofuran / 1 h / 0 °C / Inert atmosphere 1.2: 24 h / 0 °C / Inert atmosphere 2.1: trifluoroacetic acid; water / 12 h / 20 °C View Scheme | |
Multi-step reaction with 2 steps 1.1: potassium tert-butylate / tetrahydrofuran / 0.5 h / 0 °C 1.2: 4 h / 20 °C 2.1: hydrogenchloride / dichloromethane View Scheme |
1-(4-imidazolyl)-1-(2,3-dimethylphenyl)ethylene
Conditions | Yield |
---|---|
With water; trifluoroacetic acid at 20℃; for 12h; | |
With hydrogenchloride In dichloromethane | 19.5 g |
4-<(2,3-dimethylphenyl)hydroxymethyl>-1-(triphenylmethyl)imidazole
1-(4-imidazolyl)-1-(2,3-dimethylphenyl)ethylene
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1.1: manganese(IV) oxide / 1,4-dioxane / Reflux 2.1: n-butyllithium / hexane; tetrahydrofuran / 1 h / 0 °C / Inert atmosphere 2.2: 24 h / 0 °C / Inert atmosphere 3.1: trifluoroacetic acid; water / 12 h / 20 °C View Scheme | |
Multi-step reaction with 3 steps 1: manganese(IV) oxide / 1,4-dioxane / 5 h / Reflux 2: tetrahydrofuran; diethyl ether / 2 h / 0 - 20 °C 3: triethylsilane; trifluoroacetic acid / dichloromethane / 4 h / -10 °C View Scheme | |
Multi-step reaction with 3 steps 1.1: manganese(IV) oxide / 1,4-dioxane / 3 h / Reflux 2.1: potassium tert-butylate / tetrahydrofuran / 0.5 h / 0 °C 2.2: 4 h / 20 °C 3.1: hydrogenchloride / dichloromethane View Scheme |
2,3-dimethylbromobenzene
1-(4-imidazolyl)-1-(2,3-dimethylphenyl)ethylene
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1.1: magnesium / tetrahydrofuran 1.2: 0 °C 2.1: manganese(IV) oxide / 1,4-dioxane / Reflux 3.1: n-butyllithium / hexane; tetrahydrofuran / 1 h / 0 °C / Inert atmosphere 3.2: 24 h / 0 °C / Inert atmosphere 4.1: trifluoroacetic acid; water / 12 h / 20 °C View Scheme | |
Multi-step reaction with 4 steps 1.1: magnesium; iodine / tetrahydrofuran / 1 h / Reflux 1.2: 1.5 h / 0 - 20 °C 2.1: manganese(IV) oxide / 1,4-dioxane / 5 h / Reflux 3.1: tetrahydrofuran; diethyl ether / 2 h / 0 - 20 °C 4.1: triethylsilane; trifluoroacetic acid / dichloromethane / 4 h / -10 °C View Scheme | |
Multi-step reaction with 4 steps 1.1: (bis(tricyclohexyl)phosphine)palladium(II) dichloride; copper(l) iodide; N-ethyl-N,N-diisopropylamine / 2-methyltetrahydrofuran / 30 °C / Inert atmosphere 2.1: caesium carbonate / ethanol / 30 °C / Inert atmosphere 3.1: hydrogen bromide; acetic acid / dichloromethane / 0 - 10 °C / Inert atmosphere 4.1: sodium phosphate; tris-(dibenzylideneacetone)dipalladium(0) / 5,5-dimethyl-1,3-cyclohexadiene; water / 105 °C / Inert atmosphere 4.2: 1.5 h / 20 - 65 °C View Scheme | |
Multi-step reaction with 4 steps 1.1: magnesium; iodine / tetrahydrofuran / 1.5 h / 70 °C / Inert atmosphere 1.2: -5 - 20 °C / Inert atmosphere 2.1: manganese(IV) oxide / 1,4-dioxane / 3 h / Reflux 3.1: potassium tert-butylate / tetrahydrofuran / 0.5 h / 0 °C 3.2: 4 h / 20 °C 4.1: hydrogenchloride / dichloromethane View Scheme | |
Multi-step reaction with 3 steps 1.1: ethylene dibromide; magnesium / tetrahydrofuran / 1 h / 40 - 65 °C 1.2: 2 h / -5 - 0 °C 1.3: 3 h / 30 °C 2.1: tetrahydrofuran / 2 h / 0.4 - 65 °C / Large scale 3.1: toluene-4-sulfonic acid / toluene / 2 h / 0.11 °C / Dean-Stark View Scheme |
1-(4-imidazolyl)-1-(2,3-dimethylphenyl)ethylene
Conditions | Yield |
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Multi-step reaction with 2 steps 1: Dess-Martin periodane; magnesium sulfate / dichloromethane / 12 h / 20 - 30 °C 2: potassium tert-butylate / tetrahydrofuran / 18 h / 20 - 25 °C View Scheme |
2,3-dimethylbenzaldehyde
1-(4-imidazolyl)-1-(2,3-dimethylphenyl)ethylene
Conditions | Yield |
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Multi-step reaction with 3 steps 1.1: magnesium; iodine / tetrahydrofuran / 35 - 65 °C / Inert atmosphere 1.2: 6 h / 20 - 25 °C 2.1: Dess-Martin periodane; magnesium sulfate / dichloromethane / 12 h / 20 - 30 °C 3.1: potassium tert-butylate / tetrahydrofuran / 18 h / 20 - 25 °C View Scheme |