Ethyl 4-hydroxy-4-phenylbutanoate

Base Information

• Chemical Name: Ethyl 4-hydroxy-4-phenylbutanoate
• CAS No.: 111636-13-6
• Molecular Formula: C₁₂H₁₆O₃
• Molecular Weight: 208.257
• European Community (EC) Number: 892-377-0
• Mol file: 111636-13-6.mol

Synonyms:ethyl 4-hydroxy-4-phenylbutanoate;111636-13-6;4-hydroxy-4-phenyl-butyric acid ethyl ester;1263375-46-7;SCHEMBL2512047;ethyl4-hydroxy-4-phenylbutanoate;AKOS009169264;EN300-300430

Chemical Property of Ethyl 4-hydroxy-4-phenylbutanoate

Chemical Property:

• XLogP3: 1.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 6
• Exact Mass: 208.109944368
• Heavy Atom Count: 15
• Complexity: 185

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

Technology Process of Ethyl 4-hydroxy-4-phenylbutanoate

There total 10 articles about Ethyl 4-hydroxy-4-phenylbutanoate 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: 98.0%

ethyl 3-benzoylpropanoate (6270-17-3) → 4-hydroxy-4-phenyl-butyric acid ethyl ester (111636-13-6)

Guidance literature:

With Li⁽¹⁺⁾*C₁₂H₂₈AlO₃^(1-); at -78 ℃; for 1h;

DOI:10.1021/jo00184a010

Reference yield: 95.0%

chloro-trimethyl-silane (75-77-4) + 2-ethoxycarbonyethylzinc iodide (104089-16-9) + hexanal (66-25-1) → 4-hydroxy-4-phenyl-butyric acid ethyl ester (111636-13-6)

Guidance literature:

In toluene; organozinc compound generated in situ; treatment with Me3SiCl (room temp., 10 min) and aldehyde (60°C, 4 h); chromy. (silica gel);

DOI:10.1039/c39880000610

Reference yield: 84.0%

[(1-Ethoxycyclopropyl)oxy]trimethylsilane (27374-25-0) + benzaldehyde (100-52-7) → 4-hydroxy-4-phenyl-butyric acid ethyl ester (111636-13-6)

Guidance literature:

With titanium tetrachloride; In dichloromethane; at -78 - 20 ℃; for 18.5h;

upstream raw materials:

ethyl 3-benzoylpropanoate

ethyl 3-iodopropanoate

benzaldehyde

[(1-Ethoxycyclopropyl)oxy]trimethylsilane

Downstream raw materials:

(R)-methyl 4-hydroxy-4-phenylbutanoate

(+/-)-5-phenyl-2-pyrrolidinone

(S)-(-)-5-phenylpyrrolidin-2-one

(R)-(+)-5-phenylpyrrolidin-2-one