methyl 2-methyl-3-(1'-methyl-1'-(5''-imidazolyl)methyl)benzoate

Base Information

• Chemical Name: methyl 2-methyl-3-(1'-methyl-1'-(5''-imidazolyl)methyl)benzoate
• CAS No.: 148324-04-3
• Molecular Formula: C₁₄H₁₆N₂O₂
• Molecular Weight: 244.293
• Mol file: 148324-04-3.mol

Synonyms:methyl 2-methyl-3-(1'-methyl-1'-(5''-imidazolyl)methyl)benzoate

Chemical Property of methyl 2-methyl-3-(1'-methyl-1'-(5''-imidazolyl)methyl)benzoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 2-methyl-3-(1'-methyl-1'-(5''-imidazolyl)methyl)benzoate

There total 19 articles about methyl 2-methyl-3-(1'-methyl-1'-(5''-imidazolyl)methyl)benzoate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

1-(1H-imidazol-5-yl)ethan-1-one (61985-25-9,196413-17-9) → methyl 2-methyl-3-(1'-methyl-1'-(5''-imidazolyl)methyl)benzoate (148324-04-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) Mg / 1.) THF, reflux, 2 h, 2.) THF, reflux, 2h

2: 4 M aq. HCl / 10percent Pd/C / 6 h / 65 °C / 3102.9 Torr

3: 10 N HCl / ethanol / Heating

With hydrogenchloride; magnesium; palladium on activated charcoal; In ethanol;

DOI:10.1002/jhet.5570300631

Reference yield:

methanol (67-56-1) + C13H14N2O2 (128366-51-8) → C14H16N2O2 (148324-04-3)

Guidance literature:

methanol; C₁₃H₁₄N₂O₂; With hydrogenchloride; In 1,4-dioxane; at 65 ℃; for 16h;

With sodium hydrogencarbonate; In water; pH=8 - 9; Cooling with ice-water;

Reference yield:

3-bromo-2-methylbenzyl alcohol (83647-43-2) → methyl 2-methyl-3-(1'-methyl-1'-(5''-imidazolyl)methyl)benzoate (148324-04-3)

Guidance literature:

Multi-step reaction with 9 steps

1: 75 percent / 1.) NaH / dimethylformamide / 1.) 0 deg.C, 30 min, 2.) 30 deg.C, 3 h

2: 1.) Mg / 1.) THF, reflux, 2.5 h, 2.) THF, reflux 3 h

3: 82 percent / pyridinium chlorochromate / CH₂Cl₂ / 36 h / 25 °C

4: 90 percent / tetrahydrofuran / 1.) -78 deg. C, 1 h, 2.) -78 - 0 deg.C, 1 h

5: 100 percent / phosphoryl chloride / CH₂Cl₂ / 1 h / 25 °C

6: 91 percent / H₂ / 10percent Pd/C / ethyl acetate / 48 h / 3102.9 Torr

7: 68 percent / DDQ / CH₂Cl₂ / 1 h

8: tetra-n-butylamonium permanganate, pyridine / 1 h / 25 °C

9: HCl / methanol / 0.5 h / Heating

With pyridine; hydrogenchloride; tetra-n-butylammonium permanganate; hydrogen; sodium hydride; magnesium; pyridinium chlorochromate; 2,3-dicyano-5,6-dichloro-p-benzoquinone; trichlorophosphate; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;

DOI:10.1002/jhet.5570300631

upstream raw materials:

methanol

2-methyl-3-(1'-methyl-1'-(5''-imidazolyl)methyl)benzoic acid

3-bromo-2-methylbenzyl alcohol

2-methylphenyl aldehyde

Downstream raw materials:

C₁₄H₁₆N₂O₂S

Refernces

• 1、 -. "4-(1-(3-(HYDROXYMETHYL)-2-METHYLPHENYL)ETHYL)-1H-IMIDAZOLE-2(3H)-THIONE". Page/Page column 6-7; 10. . Retrieved 2010/09/03.