Methyl 2-[4-(cyclopropanecarbonyl)phenyl]-2-methylpropanoate

Base Information

• Chemical Name: Methyl 2-[4-(cyclopropanecarbonyl)phenyl]-2-methylpropanoate
• CAS No.: 880088-78-8
• Molecular Formula: C15H18O3
• Molecular Weight: 246.306
• UNII: XZ35697ERV
• DSSTox Substance ID: DTXSID70477008
• Wikidata: Q82309035
• Mol file: 880088-78-8.mol

Synonyms:880088-78-8;methyl 2-[4-(cyclopropanecarbonyl)phenyl]-2-methylpropanoate;4-(Cyclopropylcarbonyl)-alpha,alpha-dimethylbenzeneacetic acid methyl ester;methyl 2-(4-(cyclopropanecarbonyl)phenyl)-2-methylpropanoate;4-(Cyclopropylcarbonyl)-|A,|A-dimethylbenzeneacetic Acid Methyl Ester;SCHEMBL5732752;XZ35697ERV;DTXSID70477008;FT-0665391;4-(Cyclopropylcarbonyl)-?,?-dimethylbenzeneacetic Acid Methyl Ester;Methyl 4-(cyclopropylcarbonyl)-alpha,alpha-dimethylbenzeneacetate;4-(Cyclopropylcarbonyl)- alpha , alpha -dimethylbenzeneacetic Acid Methyl Ester;Benzeneacetic acid, 4-(cyclopropylcarbonyl)-alpha,alpha-dimethyl-, methyl ester

Chemical Property of Methyl 2-[4-(cyclopropanecarbonyl)phenyl]-2-methylpropanoate

Chemical Property:

• PSA: 43.37000
• LogP: 2.72990
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 246.125594432
• Heavy Atom Count: 18
• Complexity: 334

Purity/Quality:

98%Min ^*data from raw suppliers

4-(Cyclopropylcarbonyl)-α,α-dimethylbenzeneaceticAcidMethylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C1=CC=C(C=C1)C(=O)C2CC2)C(=O)OC
• Uses: Used for preparation of Carebastine and Fexofenadine. 4-(Cyclopropylcarbonyl)-α,α-dimethylbenzeneacetic Acid Methyl Ester is used for preparation of Carebastine.

Technology Process of Methyl 2-[4-(cyclopropanecarbonyl)phenyl]-2-methylpropanoate

There total 6 articles about Methyl 2-[4-(cyclopropanecarbonyl)phenyl]-2-methylpropanoate 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: 91.0%

1-methoxy-2-methyl-1-trimethylsiloxy-1-propene (31469-15-5) + (4-bromophenyl)(cyclopropyl)methanone (6952-89-2) → 2-(4-cyclopropanecarbonyl-phenyl)-2-methyl-propionic acid, methyl ester (880088-78-8)

Guidance literature:

With zinc(II) fluoride; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; tri-tert-butyl phosphine; In DMF (N,N-dimethyl-formamide); at 80 ℃; for 18h;

Reference yield:

methanol (67-56-1) + 2-[4-(4-chloro-butyryl)-phenyl]-2-methyl-propionic acid (169280-21-1) → 2-(4-cyclopropanecarbonyl-phenyl)-2-methyl-propionic acid, methyl ester (880088-78-8)

Guidance literature:

With thionyl chloride; In toluene; at 55 - 65 ℃; for 2h;

Reference yield:

→ 2-(4-cyclopropanecarbonyl-phenyl)-2-methyl-propionic acid, methyl ester (880088-78-8) + 2-(3-cyclopropanecarbonyl-phenyl)-2-methyl-propionic acid, methyl ester

Guidance literature:

upstream raw materials:

1-methoxy-2-methyl-1-trimethylsiloxy-1-propene

(4-bromophenyl)(cyclopropyl)methanone

methanol

2-[4-(4-chloro-butyryl)-phenyl]-2-methyl-propionic acid

Refernces

• 1、 -. "Process for production of carebastine". Page/Page column 15; 20. . Retrieved 2008/06/13.
• 2、 -. "Intermediates useful for the preparation of antihistaminic piperidine derivatives". . . Retrieved 2008/06/13.