ethyl 1,3-dimethyl-2-oxocyclohexanecarboxylate

Base Information

• Chemical Name: ethyl 1,3-dimethyl-2-oxocyclohexanecarboxylate
• CAS No.: 5183-62-0
• Molecular Formula: C11H18 O3
• Molecular Weight: 198.262
• Mol file: 5183-62-0.mol

Synonyms:2,6-Dimethyl-2-(ethoxycarbonyl)cyclohexanone;NSC 5317

Chemical Property of ethyl 1,3-dimethyl-2-oxocyclohexanecarboxylate

Chemical Property:

• Vapor Pressure: 0.0102mmHg at 25°C
• Boiling Point: 263.7°Cat760mmHg
• Flash Point: 109.5°C
• Density: 1.014g/cm³

Purity/Quality:

98% min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ethyl 1,3-dimethyl-2-oxocyclohexanecarboxylate

There total 7 articles about ethyl 1,3-dimethyl-2-oxocyclohexanecarboxylate 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: 58.0%

ethyl 1-methyl-2-oxocyclohexancarboxylate (66088-37-7,5453-94-1) + methyl iodide (74-88-4) → (2R*,6S*)-2-ethoxycarbonyl-2,6-dimethylcyclohexanone (5183-62-0,67355-40-2,126685-42-5,126685-43-6,126784-52-9,126784-53-0,126784-55-2,126784-56-3) + (2R*,6R*)-2-ethoxycarbonyl-2,6-dimethylcyclohexanone (5183-62-0,67355-40-2,126685-42-5,126685-43-6,126784-52-9,126784-53-0,126784-55-2,126784-56-3)

Guidance literature:

ethyl 1-methyl-2-oxocyclohexancarboxylate; With sodium ethanolate; In ethanol; at 100 - 105 ℃; for 34h;

methyl iodide; at 0 ℃; for 2h; Reflux;

DOI:10.1002/anie.201704492

Reference yield: 58.0%

ethyl 1-methyl-2-oxocyclohexancarboxylate (66088-37-7,5453-94-1) + methyl iodide (74-88-4) → (2R*,6S*)-2-ethoxycarbonyl-2,6-dimethylcyclohexanone (5183-62-0,67355-40-2,126685-42-5,126685-43-6,126784-52-9,126784-53-0,126784-55-2,126784-56-3) + (2R*,6R*)-2-ethoxycarbonyl-2,6-dimethylcyclohexanone (5183-62-0,67355-40-2,126685-42-5,126685-43-6,126784-52-9,126784-53-0,126784-55-2,126784-56-3)

Guidance literature:

ethyl 1-methyl-2-oxocyclohexancarboxylate; With sodium ethanolate; In ethanol; at 100 - 105 ℃; for 34h;

methyl iodide; at 0 ℃; for 2h; Reflux;

DOI:10.1002/anie.201704492

Reference yield:

ethyl 2-oxocyclohexane carboxylate (1655-07-8) → (2R*,6S*)-2-ethoxycarbonyl-2,6-dimethylcyclohexanone (5183-62-0,67355-40-2,126685-42-5,126685-43-6,126784-52-9,126784-53-0,126784-55-2,126784-56-3) + (2R*,6R*)-2-ethoxycarbonyl-2,6-dimethylcyclohexanone (5183-62-0,67355-40-2,126685-42-5,126685-43-6,126784-52-9,126784-53-0,126784-55-2,126784-56-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium hydride / mineral oil; tetrahydrofuran / 0.5 h / 0 °C

1.2: 0 - 20 °C

2.1: sodium ethanolate / ethanol / 34 h / 100 - 105 °C

2.2: 2 h / 0 °C / Reflux

With sodium ethanolate; sodium hydride; In tetrahydrofuran; ethanol; mineral oil;

DOI:10.1002/anie.201704492

upstream raw materials:

3-methyl-2-oxo-cyclohexanecarboxylic acid ethyl ester

methyl bromide

ethyl 1-methyl-2-oxocyclohexancarboxylate

methyl iodide

Downstream raw materials:

2-hydroxy-1,3-dimethyl-phenethynyl-cyclohexanecarboxylic acid ethyl ester

cis-2,6-dimethylcyclohexanone

trans-2,6-dimethylcyclohexanone

(2-ethoxycarbonyl-1-hydroxy-2,6-dimethyl-cyclohexyl)-acetic acid ethyl ester