Methyl 2-(4-isobutylphenyl)acetate

Base Information

• Chemical Name: Methyl 2-(4-isobutylphenyl)acetate
• CAS No.: 61566-33-4
• Molecular Formula: C13H18O2
• Molecular Weight: 206.285
• Hs Code.: 2916399090
• DSSTox Substance ID: DTXSID60450885
• Nikkaji Number: J813.233J
• Wikidata: Q82270720
• Mol file: 61566-33-4.mol

Synonyms:METHYL 2-(4-ISOBUTYLPHENYL)ACETATE;61566-33-4;Methyl 2-[4-(2-methylpropyl)phenyl]acetate;p-isobutylphenylacetic acid methyl ester;Ibufenac Methyl Ester;SCHEMBL4014182;methyl (4-isobutylphenyl)acetate;DTXSID60450885;NVJAXNOSRPVIIT-UHFFFAOYSA-N;4-Isobutylbenzeneacetic acid methyl ester;METHYL2-(4-ISOBUTYLPHENYL)ACETATE;FT-0719655;4-(2-Methylpropyl)benzeneacetic acid methyl ester;2-(4-Isobutylphenyl)acetic acid methyl ester;Methyl (4-isobutylphenyl)acetate

Chemical Property of Methyl 2-(4-isobutylphenyl)acetate

Chemical Property:

• Vapor Pressure: 0.005mmHg at 25°C
• Boiling Point: 276.151oC at 760 mmHg
• Flash Point: 104.11oC
• PSA: 26.30000
• Density: 0.99g/cm3
• LogP: 2.60060
• Storage Temp.: 2-8°C
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 5
• Exact Mass: 206.130679813
• Heavy Atom Count: 15
• Complexity: 191

Purity/Quality:

99% ^*data from raw suppliers

IbufenacMethylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)CC1=CC=C(C=C1)CC(=O)OC
• Uses: Ibufenac Methyl Ester is a derivative of Ibufenac (I130000), which is used as an analgesic, anti-inflammatory.

Technology Process of Methyl 2-(4-isobutylphenyl)acetate

There total 5 articles about Methyl 2-(4-isobutylphenyl)acetate 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%

1-(4-isobutyl-phenyl)-ethanone (38861-78-8) + trimethyl orthoformate (149-73-5) → p-isobutylphenylacetic acid methyl ester (61566-33-4)

Guidance literature:

With iodine; silver nitrate; In methanol;

DOI:10.1016/S0040-4039(97)00148-2

Reference yield: 85.0%

methanol (67-56-1) + ibufenac (1553-60-2) → p-isobutylphenylacetic acid methyl ester (61566-33-4)

Guidance literature:

With hydrogenchloride; In water; for 4h; Reflux;

DOI:10.1080/14756366.2020.1743283

Reference yield:

2--(6--methoxynaphthalen--2--yl)acetaldehyde → p-isobutylphenylacetic acid methyl ester (61566-33-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 2,3-Dimethyl-2-butene; potassium dihydrogenphosphate; sodium chlorite / water; tert-butyl alcohol / 0.73 h / 20 °C

2: sulfuric acid / 2 h / Reflux

With sodium chlorite; potassium dihydrogenphosphate; 2,3-Dimethyl-2-butene; sulfuric acid; In water; tert-butyl alcohol;

DOI:10.1021/ml3001616

upstream raw materials:

1-(4-isobutyl-phenyl)-ethanone

trimethyl orthoformate

methanol

ibufenac

Downstream raw materials:

1-((1R,5S,7S)-10,10-Dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]dec-4-yl)-2-(4-isobutyl-phenyl)-ethanone

(+/-)-ibuprofen methyl ester

(+/-)-methyl 3-cyano-2-(4-isobutylphenyl)propionate

(+/-)-3-cyano-2-(4-isobutylphenyl)propionic acid

Refernces

• 1、 Pietruszka, Joerg,Schoelzel, Melanie. "Ene reductase-catalysed synthesis of (R)-profen derivatives". scheme or table. p. 751 - 756. Retrieved 2012/04/23.
• 2、 Oppolzer, Wolfgang,Rosset, Stephane,De Brabander, Jef. "Asymmetric synthesis of ibuprofen via diastereoselective alkylation of a homochiral N-acylbornanesultam". . p. 1539 - 1540. Retrieved 2007/10/03.