(+/-)-[(1S,5R)-2-methyl-5-(1-methylvinyl)cyclohex-2-enyl]benzene

Base Information

• Chemical Name: (+/-)-[(1S,5R)-2-methyl-5-(1-methylvinyl)cyclohex-2-enyl]benzene
• CAS No.: 84565-69-5
• Molecular Formula: C₁₆H₂₀
• Molecular Weight: 212.335
• Mol file: 84565-69-5.mol

Synonyms:(+/-)-[(1S,5R)-2-methyl-5-(1-methylvinyl)cyclohex-2-enyl]benzene

Chemical Property of (+/-)-[(1S,5R)-2-methyl-5-(1-methylvinyl)cyclohex-2-enyl]benzene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (+/-)-[(1S,5R)-2-methyl-5-(1-methylvinyl)cyclohex-2-enyl]benzene

There total 9 articles about (+/-)-[(1S,5R)-2-methyl-5-(1-methylvinyl)cyclohex-2-enyl]benzene 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: 60.0%

bromobenzene (108-86-1,52753-63-6) + (+)-(R,R)-cis-carveolbenzoate (121156-22-7) → biphenyl (92-52-4,1594-86-1) + (+/-)-[(1S,5R)-2-methyl-5-(1-methylvinyl)cyclohex-2-enyl]benzene (84565-69-5)

Guidance literature:

bromobenzene; With tert.-butyl lithium; In tetrahydrofuran; pentane; at 0 ℃; for 1h;

With indium(III) chloride; In tetrahydrofuran; pentane; at -78 - 20 ℃;

(+)-(R,R)-cis-carveolbenzoate; With triphenylphosphine; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; In tetrahydrofuran; pentane; at 55 ℃; for 3h;

DOI:10.1021/jo0357162

Reference yield:

bromobenzene (108-86-1,52753-63-6) + (1S,5R)-2-methyl-5-(prop-1-en-2-yl)cyclohex-2-en-1-yl benzoate (119905-76-9) → biphenyl (92-52-4,1594-86-1) + (+/-)-[(1R,5R)-2-methyl-5-(1-methylvinyl)cyclohex-2-enyl]benzene (205987-58-2) + (+/-)-[(1S,5R)-2-methyl-5-(1-methylvinyl)cyclohex-2-enyl]benzene (84565-69-5)

Guidance literature:

bromobenzene; With tert.-butyl lithium; In diethyl ether; pentane; at 0 ℃; for 1h;

With indium(III) chloride; In diethyl ether; pentane; at -78 - 20 ℃;

(1S,5R)-2-methyl-5-(prop-1-en-2-yl)cyclohex-2-en-1-yl benzoate; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; In diethyl ether; N,N-dimethyl-formamide; pentane; at 55 ℃; for 2.5h;

DOI:10.1021/jo0357162

Reference yield:

trimethyl(phenyl)stannane (934-56-5) + cis-Carvyl benzoate (73524-01-3,93602-75-6,93602-76-7,119905-76-9,121156-22-7) → (+/-)-[(1S,5R)-2-methyl-5-(1-methylvinyl)cyclohex-2-enyl]benzene (84565-69-5)

Guidance literature:

With lithium chloride; bis(dibenzylideneacetone)-palladium⁽⁰⁾; In N,N-dimethyl-formamide; Ambient temperature;

DOI:10.1021/jo980069d

upstream raw materials:

(S)-5'-Isopropenyl-2'-methyl-bicyclohexyl-2,5,2'-triene-1-carboxylic acid

(4S,6S)-4-Isopropenyl-6-methoxy-1-methyl-cyclohexene

phenylboronic acid

(2S,4S)-carveol