cyclohexane-1,1,2,2-tetracarboxylic acid tetraethyl ester

Base Information

• Chemical Name: cyclohexane-1,1,2,2-tetracarboxylic acid tetraethyl ester
• CAS No.: 50708-48-0
• Molecular Formula: C₁₈H₂₈O₈
• Molecular Weight: 372.416
• Mol file: 50708-48-0.mol

Synonyms:cyclohexane-1,1,2,2-tetracarboxylic acid tetraethyl ester

Chemical Property of cyclohexane-1,1,2,2-tetracarboxylic acid tetraethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of cyclohexane-1,1,2,2-tetracarboxylic acid tetraethyl ester

There total 3 articles about cyclohexane-1,1,2,2-tetracarboxylic acid tetraethyl 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: 40.0%

1,4-dibromo-butane (110-52-1) + 1,1,2,2-tetracarboethoxy-ethylene (6174-95-4) → cyclohexane-1,1,2,2-tetracarboxylic acid tetraethyl ester (50708-48-0)

Guidance literature:

With lithium di-n-butylcuprate; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; for 18h; Ambient temperature;

DOI:10.1016/0022-328X(85)80081-4

Reference yield:

→ cyclohexane-1,1,2,2-tetracarboxylic acid tetraethyl ester (50708-48-0)

Guidance literature:

With acetic acid; platinum; Hydrogenation;

Reference yield:

1,4-dibromo-butane (110-52-1) + tetraethyl ethane-1,1,2,2-tetracarboxylate (632-56-4) → cyclohexane-1,1,2,2-tetracarboxylic acid tetraethyl ester (50708-48-0)

Guidance literature:

Multistep reaction; (i) NaOEt, DMSO, (ii) /BRN= 1071199/;

upstream raw materials:

1,4-dibromo-butane

1,1,2,2-tetracarboethoxy-ethylene

tetraethyl ethane-1,1,2,2-tetracarboxylate

Downstream raw materials:

1,1,2,2-Tetrakis(methansulfonyloxymethyl)cyclohexan

1,1,2,2-Tetrakis(hydroxymethyl)cyclohexan

trans-1,2-cyclohexanedicarboxylic acid

(1R,2S)-cyclohexane-1,2-dicarboxylic acid

Refernces

• 1、 Ibuka, Toshiro,Aoyagi, Takeshi,Yamamoto, Yoshinori. "Reduction-alkylation with organocopper(I) reagents-alkyl halydes: Highly regioselective α-alkylation of γ-acetoxy-α,β-enoates with lithium dibutylcuprate-alkyl halides and difference in the reactivity of electron-deficient olefins with organocopper(I)-Lewis acid reagents". . p. 2417 - 2427. Retrieved 2007/10/02.