dimethyl 3-tert-butyl-2-phenylcyclohex-3-ene-1,1-dicarboxylate

Base Information

• Chemical Name: dimethyl 3-tert-butyl-2-phenylcyclohex-3-ene-1,1-dicarboxylate
• CAS No.: 1380523-31-8
• Molecular Formula: C₂₀H₂₆O₄
• Molecular Weight: 330.424
• Mol file: 1380523-31-8.mol

Synonyms:dimethyl 3-tert-butyl-2-phenylcyclohex-3-ene-1,1-dicarboxylate

Chemical Property of dimethyl 3-tert-butyl-2-phenylcyclohex-3-ene-1,1-dicarboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of dimethyl 3-tert-butyl-2-phenylcyclohex-3-ene-1,1-dicarboxylate

There total 8 articles about dimethyl 3-tert-butyl-2-phenylcyclohex-3-ene-1,1-dicarboxylate 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: 23.0%

(E)-dimethyl 2-(4-benzylidene-5,5-dimethylhexyl)malonate (1380523-35-2) → dimethyl 3-tert-butyl-2-phenylcyclohex-3-ene-1,1-dicarboxylate (1380523-31-8)

Guidance literature:

With manganese(III) triacetate dihydrate; copper(II) bis(trifluoromethanesulfonate); In acetonitrile; at 80 ℃; Inert atmosphere;

DOI:10.1021/ol300625u

Reference yield:

3,3-dimethyl-2-methylene-1-phenylbutan-1-ol (1373368-74-1) → dimethyl 3-tert-butyl-2-phenylcyclohex-3-ene-1,1-dicarboxylate (1380523-31-8)

Guidance literature:

Multi-step reaction with 5 steps

1.1: propionic acid / 145 °C / Inert atmosphere

2.1: lithium aluminium tetrahydride / diethyl ether / 2 h / 0 °C / Inert atmosphere

3.1: triethylamine / dichloromethane / 1.5 h / 0 - 20 °C / Inert atmosphere

4.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.33 h / 0 °C / Inert atmosphere

4.2: 80 °C / Inert atmosphere

5.1: manganese(III) triacetate dihydrate; copper(II) bis(trifluoromethanesulfonate) / acetonitrile / 80 °C / Inert atmosphere

With lithium aluminium tetrahydride; manganese(III) triacetate dihydrate; copper(II) bis(trifluoromethanesulfonate); sodium hydride; propionic acid; triethylamine; In diethyl ether; dichloromethane; N,N-dimethyl-formamide; acetonitrile; mineral oil; 1.1: Johnson-Claisen rearrangement;

DOI:10.1021/ol300625u

Reference yield:

(E)-ethyl 4-benzylidene-5,5-dimethylhexanoate (1380523-77-2) → dimethyl 3-tert-butyl-2-phenylcyclohex-3-ene-1,1-dicarboxylate (1380523-31-8)

Guidance literature:

Multi-step reaction with 4 steps

1.1: lithium aluminium tetrahydride / diethyl ether / 2 h / 0 °C / Inert atmosphere

2.1: triethylamine / dichloromethane / 1.5 h / 0 - 20 °C / Inert atmosphere

3.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.33 h / 0 °C / Inert atmosphere

3.2: 80 °C / Inert atmosphere

4.1: manganese(III) triacetate dihydrate; copper(II) bis(trifluoromethanesulfonate) / acetonitrile / 80 °C / Inert atmosphere

With lithium aluminium tetrahydride; manganese(III) triacetate dihydrate; copper(II) bis(trifluoromethanesulfonate); sodium hydride; triethylamine; In diethyl ether; dichloromethane; N,N-dimethyl-formamide; acetonitrile; mineral oil;

DOI:10.1021/ol300625u

upstream raw materials:

3,3-dimethyl-2-methylene-1-phenylbutan-1-ol

(E)-ethyl 4-benzylidene-5,5-dimethylhexanoate

(E)-4-benzylidene-5,5-dimethylhexan-1-ol

(E)-4-benzylidene-5,5-dimethylhexyl methanesulfonate