Hydroxy-p-tolyl-acetic acid ethyl ester

Base Information

• Chemical Name: Hydroxy-p-tolyl-acetic acid ethyl ester
• CAS No.: 18584-23-1
• Molecular Formula: C₁₁H₁₄O₃
• Molecular Weight: 194.23
• European Community (EC) Number: 865-321-8
• DSSTox Substance ID: DTXSID801220918
• Nikkaji Number: J2.307.052I
• Mol file: 18584-23-1.mol

Synonyms:18584-23-1;hydroxy-p-tolyl-acetic acid ethyl ester;ethyl 2-hydroxy-2-(4-methylphenyl)acetate;Ethyl 2-hydroxy-2-(p-tolyl)acetate;SCHEMBL13557323;DTXSID801220918;AKOS011496545;EN300-4201453;Benzeneacetic acid, alpha-hydroxy-4-methyl-, ethyl ester;Z965048106

Chemical Property of Hydroxy-p-tolyl-acetic acid ethyl ester

Chemical Property:

• XLogP3: 1.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 194.094294304
• Heavy Atom Count: 14
• Complexity: 183

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

Technology Process of Hydroxy-p-tolyl-acetic acid ethyl ester

There total 12 articles about Hydroxy-p-tolyl-acetic acid 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: 89.0%

ethyl 2-p-tolyl-2-oxoacetate (5524-56-1) → hydroxy-p-tolyl-acetic acid ethyl ester (18584-23-1)

Guidance literature:

With iron(II) triflate; phenanthridine; triiron dodecarbonyl; hydrogen; In 1,4-dioxane; at 65 ℃; for 24h; under 37503.8 Torr; Autoclave;

DOI:10.1002/anie.201301972

Reference yield: 89.0%

glyoxylic acid ethyl ester (924-44-7) + toluene (108-88-3,15644-74-3,16713-13-6) → hydroxy-p-tolyl-acetic acid ethyl ester (18584-23-1)

Guidance literature:

With tin(IV) chloride; In dichloromethane; at 20 ℃; for 2h; regioselective reaction;

DOI:10.1055/s-0028-1083154

Reference yield: 78.0%

p-methylphenyldiazoacetic acid ethyl ester (27668-90-2) → hydroxy-p-tolyl-acetic acid ethyl ester (18584-23-1)

Guidance literature:

With C₁₈BF₁₅*(x)H₂O; water; at 40 ℃; for 1h; Sealed tube; Schlenk technique;

DOI:10.1021/acs.orglett.8b01988

upstream raw materials:

ethanol

4-methylmandelic acid

ethyl 2-p-tolyl-2-oxoacetate

2-(4-methylphenyl)-2-(trimethylsilyloxy)acetonitrile

Downstream raw materials:

ethoxy-p-tolyl-acetic acid ethyl ester

((Z)-4-oxo-5-p-tolyl-oxazolidin-2-ylidene)-acetonitrile

2-(2-Ethoxycarbonylmethyl-5-methyl-phenyl)-propionic acid ethyl ester

ethyl α-methoxy-p-tolylacetate