Ethyl 2-methyl-2-(4-methylphenyl)cyclopentane carboxylate

Base Information

• Chemical Name: Ethyl 2-methyl-2-(4-methylphenyl)cyclopentane carboxylate
• CAS No.: 100847-93-6
• Molecular Formula: C₁₆H₂₂O₂
• Molecular Weight: 246.349
• Mol file: 100847-93-6.mol

Synonyms:

Chemical Property of Ethyl 2-methyl-2-(4-methylphenyl)cyclopentane carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Ethyl 2-methyl-2-(4-methylphenyl)cyclopentane carboxylate

There total 15 articles about Ethyl 2-methyl-2-(4-methylphenyl)cyclopentane carboxylate 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: 71.0%

ethyl 5-methyl-p-tolylcyclopent-1-ene-1-carboxylate (100847-92-5) → 2-(4-methylcyclohexyl)cyclopentane-1-carboxylate (117421-42-8,117468-58-3) + Ethyl 2-methyl-2-(4-methylphenyl)cyclopentane carboxylate (100847-93-6,100847-94-7)

Guidance literature:

With hydrogen; platinum(IV) oxide; In ethyl acetate; for 18h; under 2280 Torr; Ambient temperature;

Reference yield:

1-cyclohex-1-enyl-4-methylbenzene (1821-23-4) → Ethyl 2-methyl-2-(4-methylphenyl)cyclopentane carboxylate (100847-93-6,100847-94-7)

Guidance literature:

Multi-step reaction with 9 steps

1: 1.) O₃, 2.) Me₂S / 1.) CH₂Cl₂, -78 deg C, 10 min, 2.) -78 deg C to room t.

2: Jones reagent / acetone / 0.5 h / 0 °C

3: 87.2 percent / 95 percent H₂SO₄ / 5 h / Heating

4: 75 percent / diethyl ether; toluene / 0.5 h / -78 °C

5: 81.5 percent / ZnI₂ / 1,2-dichloro-ethane / 0.17 h / Ambient temperature

6: 1.) BuLi(hexane), (i-Pr)2NH / 1.) THF, -78 deg C, 1 h 2.) THF, -78 deg C, 1 h, to room t.

7: 100 percent / p-MeC₆H₄SO₂N₃, Et₃N / CH₂Cl₂ / 4 h / Ambient temperature

8: multistep reaction; reactions under var. conditions

9: 26.5 percent / H₂ / PtO₂ / ethyl acetate / 18 h / 2280 Torr / Ambient temperature

With n-butyllithium; 4-toluenesulfonyl azide; jones reagent; dimethylsulfide; hydrogen; ozone; triethylamine; diisopropylamine; platinum(IV) oxide; sulfuric acid; zinc(II) iodide; In diethyl ether; dichloromethane; ethyl acetate; 1,2-dichloro-ethane; acetone; toluene;

Reference yield:

para-bromotoluene (106-38-7) → Ethyl 2-methyl-2-(4-methylphenyl)cyclopentane carboxylate (100847-93-6,100847-94-7)

Guidance literature:

Multi-step reaction with 11 steps

1: 1.) Mg / 1.) THF, room t., 2.) THF, room t., 1 h

2: p-TsOH / benzene / 16 h / Heating

3: 1.) O₃, 2.) Me₂S / 1.) CH₂Cl₂, -78 deg C, 10 min, 2.) -78 deg C to room t.

4: Jones reagent / acetone / 0.5 h / 0 °C

5: 87.2 percent / 95 percent H₂SO₄ / 5 h / Heating

6: 75 percent / diethyl ether; toluene / 0.5 h / -78 °C

7: 81.5 percent / ZnI₂ / 1,2-dichloro-ethane / 0.17 h / Ambient temperature

8: 1.) BuLi(hexane), (i-Pr)2NH / 1.) THF, -78 deg C, 1 h 2.) THF, -78 deg C, 1 h, to room t.

9: 100 percent / p-MeC₆H₄SO₂N₃, Et₃N / CH₂Cl₂ / 4 h / Ambient temperature

10: multistep reaction; reactions under var. conditions

11: 26.5 percent / H₂ / PtO₂ / ethyl acetate / 18 h / 2280 Torr / Ambient temperature

With n-butyllithium; 4-toluenesulfonyl azide; jones reagent; dimethylsulfide; hydrogen; ozone; magnesium; triethylamine; diisopropylamine; platinum(IV) oxide; sulfuric acid; toluene-4-sulfonic acid; zinc(II) iodide; In diethyl ether; dichloromethane; ethyl acetate; 1,2-dichloro-ethane; acetone; toluene; benzene;

upstream raw materials:

ethyl 5-methyl-p-tolylcyclopent-1-ene-1-carboxylate

Ethyl ε-diazo-α,4-dimethylbenzenehexanoate

4-(4-methyl-p-tolyl)butyl bromide

α,4-Dimethylbenzenebutanol

Downstream raw materials:

ethyl cis-1,2-dimethyl-2-(4-methylphenyl)cyclopentanecarboxylate

(1S,2R)-1,2-Dimethyl-2-p-tolyl-cyclopentanecarboxylic acid ethyl ester