1,1-Cyclohexanedicarboxylic acid, 3-methylene-, diethyl ester

Base Information

• Chemical Name: 1,1-Cyclohexanedicarboxylic acid, 3-methylene-, diethyl ester
• CAS No.: 177895-64-6
• Molecular Formula: C13H20O4
• Molecular Weight: 240.299
• Mol file: 177895-64-6.mol

Synonyms:

Chemical Property of 1,1-Cyclohexanedicarboxylic acid, 3-methylene-, diethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1,1-Cyclohexanedicarboxylic acid, 3-methylene-, diethyl ester

There total 15 articles about 1,1-Cyclohexanedicarboxylic acid, 3-methylene-, diethyl 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: 92.0%

diallylmalonic acid diethyl ester (3195-24-2) → diethyl 3-methylenecyclohexane-1,1-dicarboxylate (177895-64-6)

Guidance literature:

With C₃H₅^(1-)*Ni⁽²⁺⁾*Br^(1-)*C₂₇H₃₆N₂; sodium tetrakis[(3,5-di-trifluoromethyl)phenyl]borate; In dichloromethane; at 0 - 23 ℃; for 5h;

DOI:10.1002/adsc.201400237

Reference yield: 83.0%

diethyl 2-[(4-trimethylsilylmethyl)pent-4-enyl]malonate → diethyl 3-methylenecyclohexane-1,1-dicarboxylate (177895-64-6)

Guidance literature:

diethyl 2-[(4-trimethylsilylmethyl)pent-4-enyl]malonate; With n-butyllithium; diisopropylamine; In 1,2-dimethoxyethane; hexane; at -78 - 0 ℃; for 0.5h;

ferrocenium hexafluorophosphate; In 1,2-dimethoxyethane; at 0 ℃; for 1.5h;

DOI:10.1021/ol036233n

Reference yield: 82.0%

diallylmalonic acid diethyl ester (3195-24-2) → 3-methyl-4-methylene-cyclopentane-1,1-dicarboxylic acid diethyl ester (93638-77-8) + diethyl 3-methylenecyclohexane-1,1-dicarboxylate (177895-64-6)

Guidance literature:

With bis(1,5-cyclooctadiene)nickel ⁽⁰⁾; 1,5-cis,cis-cyclooctadiene; [1,3-bis(2,4,6-trimethylphenyl)imidazol]-2-ylidene; sodium tetrakis[(3,5-di-trifluoromethyl)phenyl]borate; allyl bromide; In dichloromethane; at 0 - 23 ℃; for 5h;

DOI:10.1002/adsc.201400237

upstream raw materials:

diethyl 2-(2-bromo-2-propenyl)-2-(2-propenyl)propanedioate

Methyltriphenylphosphonium bromide

3-oxocyclohexane-1,1-dicarboxylic acid diethyl ester

diethyl malonate

Downstream raw materials:

3-methylene-1-(3-trimethylsilanyl-propynoyl)-cyclohexanecarboxylic acid ethyl ester

ethyl 1-[(hydroxy)bis((trimethylsilyl)ethynyl)methyl]-3-methylenecyclohexane-1-carboxylate

ethyl 1-(2-hydroxypropan-2-yl)-3-methylenecyclohexanecarboxylate

diethyl 2-(4-methylenehex-1-yl)malonate