3-(2-cyclopropyl-2-oxoethyl)-2,5-dihydro-4-methyl-1-(4-methylphenyl)-1H-pyrrole

Base Information

• Chemical Name: 3-(2-cyclopropyl-2-oxoethyl)-2,5-dihydro-4-methyl-1-(4-methylphenyl)-1H-pyrrole
• CAS No.: 545435-10-7
• Molecular Formula: C₁₇H₂₁NO
• Molecular Weight: 255.36
• Mol file: 545435-10-7.mol

Synonyms:3-(2-cyclopropyl-2-oxoethyl)-2,5-dihydro-4-methyl-1-(4-methylphenyl)-1H-pyrrole

Chemical Property of 3-(2-cyclopropyl-2-oxoethyl)-2,5-dihydro-4-methyl-1-(4-methylphenyl)-1H-pyrrole

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

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Technology Process of 3-(2-cyclopropyl-2-oxoethyl)-2,5-dihydro-4-methyl-1-(4-methylphenyl)-1H-pyrrole

There total 2 articles about 3-(2-cyclopropyl-2-oxoethyl)-2,5-dihydro-4-methyl-1-(4-methylphenyl)-1H-pyrrole 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: 82.0%

ethyl cyclopropylcarboxylate (4606-07-9) + N,N-bis(2-bromoallyl)-4-methylaniline (13633-36-8) → 3-(2-cyclopropyl-2-oxoethyl)-2,5-dihydro-4-methyl-1-(4-methylphenyl)-1H-pyrrole (545435-10-7)

Guidance literature:

N,N-bis(2-bromoallyl)-4-methylaniline; With tert.-butyl lithium; In diethyl ether; pentane; at -78 - 20 ℃; for 1.5h;

ethyl cyclopropylcarboxylate; In diethyl ether; pentane; at -78 ℃; for 1h;

DOI:10.1002/ejoc.200390120

Reference yield:

p-toluidine (106-49-0,12221-03-3) → 3-(2-cyclopropyl-2-oxoethyl)-2,5-dihydro-4-methyl-1-(4-methylphenyl)-1H-pyrrole (545435-10-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: K₂CO₃; NaI / acetonitrile / Heating

2.1: tBuLi / diethyl ether; pentane / 1.5 h / -78 - 20 °C

2.2: 82 percent / diethyl ether; pentane / 1 h / -78 °C

With tert.-butyl lithium; potassium carbonate; sodium iodide; In diethyl ether; acetonitrile; pentane;

DOI:10.1002/ejoc.200390120

Reference yield:

3-(2-cyclopropyl-2-oxoethyl)-2,5-dihydro-4-methyl-1-(4-methylphenyl)-1H-pyrrole (545435-10-7) → 3-(2-cyclopropyl-2-oxoethyl)-4-methyl-1-(4-methylphenyl)-1H-pyrrole

Guidance literature:

With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane; at 20 ℃; for 0.25h;

DOI:10.1002/ejoc.200390120

upstream raw materials:

ethyl cyclopropylcarboxylate

N,N-bis(2-bromoallyl)-4-methylaniline

p-toluidine