Ethyl 2-(4-(tert-butyl)cyclohexylidene)propanoate

Base Information

• Chemical Name: Ethyl 2-(4-(tert-butyl)cyclohexylidene)propanoate
• CAS No.: 503003-76-7
• Molecular Formula: C15H26O2
• Molecular Weight: 238.37
• Hs Code.: 2916209090
• DSSTox Substance ID: DTXSID50446131
• Mol file: 503003-76-7.mol

Synonyms:ethyl 2-(4-(tert-butyl)cyclohexylidene)propanoate;503003-76-7;Ethyl 2-(4-tert-butylcyclohexylidene)propanoate;Ethyl2-(4-(tert-butyl)cyclohexylidene)propanoate;DTXSID50446131;J-520609

Chemical Property of Ethyl 2-(4-(tert-butyl)cyclohexylidene)propanoate

Chemical Property:

• PSA: 26.30000
• LogP: 4.10230
• Storage Temp.: 2-8°C
• XLogP3: 4.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 238.193280068
• Heavy Atom Count: 17
• Complexity: 297

Purity/Quality:

85.0-99.8% ^*data from raw suppliers

Ethyl2-(4-(tert-butyl)cyclohexylidene)propanoate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C(=C1CCC(CC1)C(C)(C)C)C

Technology Process of Ethyl 2-(4-(tert-butyl)cyclohexylidene)propanoate

There total 4 articles about Ethyl 2-(4-(tert-butyl)cyclohexylidene)propanoate 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: 99.0%

ethyl 2-diethoxyphosphorylpropionate (3699-66-9) + 4-tercbutyl-cyclohexanone (98-53-3) → 2-(4-tert-butyl-cyclohexylidene)-propionic acid ethyl ester (503003-76-7)

Guidance literature:

With sodium hydride; In tetrahydrofuran; at 0 - 20 ℃; for 2h;

DOI:10.1039/b207252c

Reference yield: 66.0%

2-(4-tert-butyl-1-hydroxy-cyclohexyl)-propionic acid ethyl ester (1026807-63-5) → 2-(4-tert-butyl-cyclohex-1-enyl)-propionic acid (225792-72-3) + 2-(4-tert-butyl-cyclohexylidene)-propionic acid ethyl ester (503003-76-7)

Guidance literature:

2-(4-tert-butyl-1-hydroxy-cyclohexyl)-propionic acid ethyl ester; With pyridine; thionyl chloride; In diethyl ether; at 20 ℃; for 48h;

With sodium hydroxide; In ethanol; water; at 30 ℃; for 0.333333h; Further stages.;

DOI:10.1021/jo011178m

Reference yield:

4-tercbutyl-cyclohexanone (98-53-3) → 2-(4-tert-butyl-cyclohexylidene)-propionic acid ethyl ester (503003-76-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 95 percent / Zn; iodine / benzene / 2.5 h / Heating

2.1: SOCl₂; pyridine / diethyl ether / 48 h / 20 °C

2.2: 11 percent / NaOH / H₂O; ethanol / 0.33 h / 30 °C

With pyridine; thionyl chloride; iodine; zinc; In diethyl ether; benzene;

DOI:10.1021/jo011178m

upstream raw materials:

ethyl 2-diethoxyphosphorylpropionate

4-tercbutyl-cyclohexanone

2-(4-tert-butyl-1-hydroxy-cyclohexyl)-propionic acid ethyl ester

Ethyl 2-bromopropionate

Downstream raw materials:

2-(4-tert-butyl-cyclohexylidene)-propan-1-ol

dithiocarbonic acid S-(4-tert-butyl-1-isopropenyl-cyclohexyl) ester S-methyl ester

C₁₃H₂₃NOS

C₁₃H₂₃NOS