4-Methyl-3-(2,2,2-trifluoro-1-methoxy-ethyl)-1H-pyrrole-2-carboxylic acid benzyl ester

Base Information

• Chemical Name: 4-Methyl-3-(2,2,2-trifluoro-1-methoxy-ethyl)-1H-pyrrole-2-carboxylic acid benzyl ester
• CAS No.: 184775-15-3
• Molecular Formula: C₁₆H₁₆F₃NO₃
• Molecular Weight: 327.303
• Mol file: 184775-15-3.mol

Synonyms:4-Methyl-3-(2,2,2-trifluoro-1-methoxy-ethyl)-1H-pyrrole-2-carboxylic acid benzyl ester

Chemical Property of 4-Methyl-3-(2,2,2-trifluoro-1-methoxy-ethyl)-1H-pyrrole-2-carboxylic acid benzyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-Methyl-3-(2,2,2-trifluoro-1-methoxy-ethyl)-1H-pyrrole-2-carboxylic acid benzyl ester

There total 9 articles about 4-Methyl-3-(2,2,2-trifluoro-1-methoxy-ethyl)-1H-pyrrole-2-carboxylic acid benzyl ester 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: 95.0%

4-Methyl-3-(2,2,2-trifluoro-1-methoxy-ethyl)-1H-pyrrole-2-carboxylic acid methyl ester (184775-14-2) + benzyl alcohol (100-51-6,185532-71-2) → 4-Methyl-3-(2,2,2-trifluoro-1-methoxy-ethyl)-1H-pyrrole-2-carboxylic acid benzyl ester (184775-15-3)

Guidance literature:

With sodium hexamethyldisilazane; In tetrahydrofuran; at 80 ℃; for 0.5h;

DOI:10.1016/0040-4020(96)00858-7

Reference yield:

benzyl 3,5-dimethylpyrrole-2-carboxylate (40236-19-9) → 4-Methyl-3-(2,2,2-trifluoro-1-methoxy-ethyl)-1H-pyrrole-2-carboxylic acid benzyl ester (184775-15-3)

Guidance literature:

Multi-step reaction with 8 steps

1: 78 percent / ZnCl₂

2: 78 percent / NaH / tetrahydrofuran

3: 1.) SO₂Cl₂; 2.) H₂O / 1.) CH₂Cl₂, Et₂O; 2.) acetone

4: 93 percent / CH₂Cl₂

5: 95 percent / H₂ / 5percent Pd/C / ethanol

6: 96 percent / I₂, NaI, NaHCO₃, H₂O / 1,2-dichloro-ethane

7: 98 percent / H₂ / PtO₂ / methanol

8: 95 percent / NaHMDS

With sulfuryl dichloride; water; hydrogen; iodine; sodium hexamethyldisilazane; sodium hydride; sodium hydrogencarbonate; sodium iodide; zinc(II) chloride; platinum(IV) oxide; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; dichloromethane; 1,2-dichloro-ethane;

Reference yield:

5-Iodo-4-methyl-3-(2,2,2-trifluoro-1-methoxy-ethyl)-1H-pyrrole-2-carboxylic acid methyl ester (184775-13-1) → 4-Methyl-3-(2,2,2-trifluoro-1-methoxy-ethyl)-1H-pyrrole-2-carboxylic acid benzyl ester (184775-15-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 98 percent / H₂ / PtO₂ / methanol

2: 95 percent / NaHMDS

With hydrogen; sodium hexamethyldisilazane; platinum(IV) oxide; In methanol;

upstream raw materials:

4-Methyl-3-(2,2,2-trifluoro-1-methoxy-ethyl)-1H-pyrrole-2-carboxylic acid methyl ester

benzyl alcohol

benzyl 3,5-dimethylpyrrole-2-carboxylate

5-Iodo-4-methyl-3-(2,2,2-trifluoro-1-methoxy-ethyl)-1H-pyrrole-2-carboxylic acid methyl ester

Downstream raw materials:

dibenzyl 3,4'-bis(2,2,2-trifluoro-1-methoxyethyl)-4,3'-dimethyl-2,2'-dipyrrylmethane-5,5'-dicarboxylate