cyclohexylidene-((Z)-2-methylene-cyclohexyliden)-ethane

Base Information

• Chemical Name: cyclohexylidene-((Z)-2-methylene-cyclohexyliden)-ethane
• CAS No.: 54676-97-0
• Molecular Formula: C₁₅H₂₂
• Molecular Weight: 202.34
• Mol file: 54676-97-0.mol

Synonyms:cyclohexylidene-((Z)-2-methylene-cyclohexyliden)-ethane

Chemical Property of cyclohexylidene-((Z)-2-methylene-cyclohexyliden)-ethane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of cyclohexylidene-((Z)-2-methylene-cyclohexyliden)-ethane

There total 16 articles about cyclohexylidene-((Z)-2-methylene-cyclohexyliden)-ethane 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: 66.3%

(+/-)-α-cyclohexylidenemethyl-2-methylenebicyclo<3.1.0>hexane-1-methanol (98758-86-2) → cyclohexylidene-((Z)-2-methylene-cyclohexyliden)-ethane (54676-97-0)

Guidance literature:

With toluene-4-sulfonic acid; In 1,4-dioxane; water; at 55 ℃; for 0.166667h;

DOI:10.1016/S0040-4039(00)88315-X

Reference yield:

2-oxo-bicyclo[3.1.0]hexane-1-carboxylic acid methyl ester (61996-11-0) → cyclohexylidene-((Z)-2-methylene-cyclohexyliden)-ethane (54676-97-0)

Guidance literature:

Multi-step reaction with 5 steps

1: 47 percent / BuLi / tetrahydrofuran

2: LiAlH₄

3: pyridinium chlorochromate / CH₂Cl₂

4: 1) n-butyllithium / 1) THF, -20 deg C, 2 h; 2) -78 deg C, 30 min

5: 66.3 percent / p-toluenesulfonic acid / dioxane; H₂O / 0.17 h / 55 °C

With lithium aluminium tetrahydride; n-butyllithium; toluene-4-sulfonic acid; pyridinium chlorochromate; In tetrahydrofuran; 1,4-dioxane; dichloromethane; water;

DOI:10.1016/S0040-4039(00)88315-X

Reference yield:

2-Methylene-bicyclo[3.1.0]hexane-1-carboxylic acid methyl ester (88908-87-6) → cyclohexylidene-((Z)-2-methylene-cyclohexyliden)-ethane (54676-97-0)

Guidance literature:

Multi-step reaction with 4 steps

1: LiAlH₄

2: pyridinium chlorochromate / CH₂Cl₂

3: 1) n-butyllithium / 1) THF, -20 deg C, 2 h; 2) -78 deg C, 30 min

4: 66.3 percent / p-toluenesulfonic acid / dioxane; H₂O / 0.17 h / 55 °C

With lithium aluminium tetrahydride; n-butyllithium; toluene-4-sulfonic acid; pyridinium chlorochromate; In 1,4-dioxane; dichloromethane; water;

DOI:10.1016/S0040-4039(00)88315-X

upstream raw materials:

Acetic acid 1-(1-benzenesulfonyl-cyclohexyl)-2-[2-methylene-cyclohex-(Z)-ylidene]-ethyl ester

(+/-)-α-cyclohexylidenemethyl-2-methylenebicyclo<3.1.0>hexane-1-methanol

[2-Methylene-cyclohex-(Z)-ylidene]-acetaldehyde

cyclohexyl(triphenyl)phosphonium bromide