1-Cyclohexene-1-acetic acid, 4-(1,1-dimethylethyl)-, ethyl ester

Base Information

• Chemical Name: 1-Cyclohexene-1-acetic acid, 4-(1,1-dimethylethyl)-, ethyl ester
• CAS No.: 54281-01-5
• Molecular Formula: C₁₄H₂₄O₂
• Molecular Weight: 224.343
• DSSTox Substance ID: DTXSID00459458
• Nikkaji Number: J2.052.041H
• Mol file: 54281-01-5.mol

Synonyms:54281-01-5;1-Cyclohexene-1-acetic acid, 4-(1,1-dimethylethyl)-, ethyl ester;DTXSID00459458;4-tert-Butyl-1-cyclohexenylacetic acid ethyl ester

Chemical Property of 1-Cyclohexene-1-acetic acid, 4-(1,1-dimethylethyl)-, ethyl ester

Chemical Property:

• XLogP3: 3.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 224.177630004
• Heavy Atom Count: 16
• Complexity: 271

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 1-Cyclohexene-1-acetic acid, 4-(1,1-dimethylethyl)-, ethyl ester

There total 6 articles about 1-Cyclohexene-1-acetic acid, 4-(1,1-dimethylethyl)-, ethyl ester 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:

4-tercbutyl-cyclohexanone (98-53-3) + ethyl (triphenylphosphoranylidene)acetate (1099-45-2) → ethyl (4-tert-butylcyclohexylidene)acetate (129518-99-6,129519-00-2,13733-50-1) + 1-<(ethoxycarbonyl)methyl>-4-tert-butylcyclohexene (54281-01-5)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In N,N-dimethyl-formamide; at 230 ℃; for 0.333333h; Title compound not separated from byproducts; microwave irradiation;

DOI:10.1016/j.tet.2005.12.060

Reference yield:

1-<(ethoxycarbonyl)methyl>-4-tert-butylcyclohexanol (54280-91-0) → ethyl (4-tert-butylcyclohexylidene)acetate (129518-99-6,129519-00-2,13733-50-1) + 1-<(ethoxycarbonyl)methyl>-4-tert-butylcyclohexene (54281-01-5)

Guidance literature:

With toluene-4-sulfonic acid; In benzene; for 20h; Heating;

DOI:10.1021/jo00239a045

Reference yield:

1-phenylthiomethyl(4-t-butyl)cyclohexanol (56819-78-4) → 1-<(ethoxycarbonyl)methyl>-4-tert-butylcyclohexene (54281-01-5)

Guidance literature:

Multi-step reaction with 4 steps

1: 99 percent / potassium hydrogen sulfate / 120 °C

2: naphthalenelithium / tetrahydrofuran / 0.08 h / -70 °C

3: dimethyl sulfate, sodium hydroxide; 20 percent sulfuric acid / H₂O; toluene / 2 h / Ambient temperature

4: p-toluenesulfonic acid / benzene / 20 h / Heating

With sodium hydroxide; potassium hydrogensulfate; lithium naphthalide; sulfuric acid; toluene-4-sulfonic acid; dimethyl sulfate; In tetrahydrofuran; water; toluene; benzene;

DOI:10.1016/S0022-328X(00)99451-8

upstream raw materials:

1-<(ethoxycarbonyl)methyl>-4-tert-butylcyclohexanol

4-tercbutyl-cyclohexanone

ethyl (triphenylphosphoranylidene)acetate

1-phenylthiomethyl(4-t-butyl)cyclohexanol