Methyl 2-(4-chlorophenyl)-4,4-dimethylcyclohex-1-ene-1-carboxylate

Base Information

• Chemical Name: Methyl 2-(4-chlorophenyl)-4,4-dimethylcyclohex-1-ene-1-carboxylate
• CAS No.: 1228780-49-1
• Molecular Formula: C16H19ClO2
• Molecular Weight: 278.779
• Mol file: 1228780-49-1.mol

Synonyms:Methyl 2-(4-chlorophenyl)-4,4-dimethylcyclohex-1-ene-1-carboxylate

Chemical Property of Methyl 2-(4-chlorophenyl)-4,4-dimethylcyclohex-1-ene-1-carboxylate

Chemical Property:

• Boiling Point: 357.8±42.0 °C(Predicted)
• PSA: 26.30000
• Density: 1.124±0.06 g/cm3(Predicted)
• LogP: 4.47670

Purity/Quality:

97% ^*data from raw suppliers

Methyl4'-chloro-5,5-dimethyl-3,4,5,6-tetrahydro-[1,1'-biphenyl]-2-carboxylate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Methyl 2-(4-chlorophenyl)-4,4-dimethylcyclohex-1-ene-1-carboxylate is an intermediate in preparation of N-(phenylsulfonyl)benzamides and N-(3-pyridylsulfonyl)benzamides as anti-apoptotic Bcl 2 protein inhibitors and apoptosis-inducing agents for treatment of cancer, immune diseases, and autoimmune diseases.

Technology Process of Methyl 2-(4-chlorophenyl)-4,4-dimethylcyclohex-1-ene-1-carboxylate

There total 6 articles about Methyl 2-(4-chlorophenyl)-4,4-dimethylcyclohex-1-ene-1-carboxylate 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: 95.0%

methyl 4,4-dimethyl-2-(((trifluoromethyl)sulfonyl)oxy)cyclohex-1-ene-1-carboxylate (1228780-46-8) + 4-Chlorophenylboronic acid (1679-18-1) → 4'-chloro-5,5-dimethyl-3,4,5,6-tetrahydro-[1,1'-biphenyl]-2-carboxylic acid methyl ester (1228780-49-1)

Guidance literature:

With potassium fluoride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In methanol; 1,2-dimethoxyethane; at 65 ℃; for 16h; Inert atmosphere;

Reference yield: 80.0%

bromochlorobenzene (106-39-8) + methyl 4,4-dimethyl-2-oxocyclohexancarboxylate (32767-46-7) → 4'-chloro-5,5-dimethyl-3,4,5,6-tetrahydro-[1,1'-biphenyl]-2-carboxylic acid methyl ester (1228780-49-1)

Guidance literature:

With palladium diacetate; toluene-4-sulfonic acid hydrazide; sodium t-butanolate; In 1,4-dioxane; at 20 - 110 ℃; for 20.33h; Concentration; Temperature;

Reference yield: 67.0%

methyl 4,4-dimethyl-2-(((trifluoromethyl)sulfonyl)oxy)cyclohex-1-ene-1-carboxylate (1228780-46-8) + 4-chlorophenylboronic acid pinacol ester (195062-61-4) → 4'-chloro-5,5-dimethyl-3,4,5,6-tetrahydro-[1,1'-biphenyl]-2-carboxylic acid methyl ester (1228780-49-1)

Guidance literature:

With potassium fluoride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In methanol; dichloromethane; at 65 ℃; for 6h; Inert atmosphere;

upstream raw materials:

methyl 4,4-dimethyl-2-(((trifluoromethyl)sulfonyl)oxy)cyclohex-1-ene-1-carboxylate

4-Chlorophenylboronic acid

methyl 4,4-dimethyl-2-oxocyclohexancarboxylate

3,3-dimethylcyclohexanone

Downstream raw materials:

(4'-chloro-5,5-dimethyl-3,4,5,6-tetrahydro-[1,1'-biphenyl]-2-yl)methanol

tert-butyl 4-((4′-chloro-5,5-dimethyl-3,4,5,6-tetrahydro-[1,1′-biphenyl]-2-yl)methyl)piperazine-1-carboxylate

1-((4’-chloro-5,5-dimethyl-3,4,5,6-tetrahydro-[1,1‘-biphenyl]-2-yl)methyl)piperazine

2-((1H-pyrrolo[2,3-b]pyridin-5-yl)oxy)-4-(4-((4’-chloro-5,5-dimethyl-3,4,5,6-tetrahydro-[1,1’-biphenyl]-2-yl)methyl)piperazin-1-yl)benzoic acid methyl ester