Ethyl alpha-hydroxy-alpha-methyl-4-(2-methylpropyl)benzeneacetate

Base Information

• Chemical Name: Ethyl alpha-hydroxy-alpha-methyl-4-(2-methylpropyl)benzeneacetate
• CAS No.: 60473-29-2
• Molecular Formula: C₁₅H₂₂O₃
• Molecular Weight: 250.338
• DSSTox Substance ID: DTXSID101198388
• Nikkaji Number: J269.904D
• Mol file: 60473-29-2.mol

Synonyms:DTXSID101198388;AKOS011496747;60473-29-2;Ethyl alpha-hydroxy-alpha-methyl-4-(2-methylpropyl)benzeneacetate

Chemical Property of Ethyl alpha-hydroxy-alpha-methyl-4-(2-methylpropyl)benzeneacetate

Chemical Property:

• XLogP3: 3.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 6
• Exact Mass: 250.15689456
• Heavy Atom Count: 18
• Complexity: 267

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCOC(=O)C(C)(C1=CC=C(C=C1)CC(C)C)O

Technology Process of Ethyl alpha-hydroxy-alpha-methyl-4-(2-methylpropyl)benzeneacetate

There total 2 articles about Ethyl alpha-hydroxy-alpha-methyl-4-(2-methylpropyl)benzeneacetate 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:

1-phenyl-2-methylpropane (538-93-2) → ethyl 2-(4-isobutylphenyl)-2-hydroxypropanoate (60473-29-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 79.4 percent / AlCl₃ / 1,2-dichloro-ethane / 1) addition of AlCl₃ at temperature not exceeding 15 deg C 2) 10 deg C, 1 h 3) 20 deg C, 4 h

2: Mg / 1) ether, 0 deg C, 4 h 2) 20 deg C, 3 h

With aluminium trichloride; magnesium; In 1,2-dichloro-ethane;

DOI:10.1135/cccc19840122

Reference yield:

ethyl 4-isobutyl-α-oxobenzeneacetate (60473-28-1) + methyl iodide (74-88-4) → ethyl 2-(4-isobutylphenyl)-2-hydroxypropanoate (60473-29-2)

Guidance literature:

With magnesium; Yield given. Multistep reaction; 1) ether, 0 deg C, 4 h 2) 20 deg C, 3 h;

DOI:10.1135/cccc19840122

Reference yield: 57.0%

ethyl 2-(4-isobutylphenyl)-2-hydroxypropanoate (60473-29-2) → ethyl 2-fluoro-2-(4-isobutylphenyl)propanoate (74590-67-3)

Guidance literature:

With diethylamino-sulfur trifluoride; In dichloromethane; at 0 ℃; for 0.5h;

DOI:10.1016/0040-4020(96)00411-5

upstream raw materials:

ethyl 4-isobutyl-α-oxobenzeneacetate

methyl iodide

1-phenyl-2-methylpropane

Downstream raw materials:

ethyl 2-(4-isobutylphenyl)propenoate

ethyl 2-fluoro-2-(4-isobutylphenyl)propanoate

2-(4-isobutyl-phenyl)-2-hydroxy-propionic acid

2-fluoro-2-[4-(2-methylpropyl)phenyl]propionic acid