3-(Cyclopentyloxy)-4-methoxybenzoyl chloride

Base Information

• Chemical Name: 3-(Cyclopentyloxy)-4-methoxybenzoyl chloride
• CAS No.: 144036-19-1
• Molecular Formula: C13H15 Cl O3
• Molecular Weight: 254.713
• Hs Code.: 2918990090
• DSSTox Substance ID: DTXSID20383246
• Wikidata: Q82174900
• Mol file: 144036-19-1.mol

Synonyms:3-(cyclopentyloxy)-4-methoxybenzoyl chloride;144036-19-1;3-cyclopentyloxy-4-methoxybenzoyl chloride;SCHEMBL71331;DTXSID20383246;OWWHXPWJCDTADU-UHFFFAOYSA-N;MFCD05865110;3-(cyclopentyloxy)-4-methoxybenzoylchloride;3-cyclopentyloxy-4-methoxy benzoyl chloride;3-cyclopentyloxy-4-methoxy-benzoyl chloride;CS-0446496;3-Cyclopentyloxy-4-methoxybenzoic Acid Chloride;A926057;J-510856

Chemical Property of 3-(Cyclopentyloxy)-4-methoxybenzoyl chloride

Chemical Property:

• Vapor Pressure: 9.39E-06mmHg at 25°C
• Refractive Index: 1.548
• Boiling Point: 372.8°Cat760mmHg
• Flash Point: 151.5°C
• PSA: 35.53000
• Density: 1.22g/cm³
• LogP: 3.39560
• XLogP3: 3.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 254.0709720
• Heavy Atom Count: 17
• Complexity: 263

Purity/Quality:

98%min ^*data from raw suppliers

3-(Cyclopentyloxy)-4-methoxybenzoyl chloride 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C=C(C=C1)C(=O)Cl)OC2CCCC2

Technology Process of 3-(Cyclopentyloxy)-4-methoxybenzoyl chloride

There total 9 articles about 3-(Cyclopentyloxy)-4-methoxybenzoyl chloride 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: 100.0%

3-cyclopentyloxy-4-methoxy benzoic acid (144036-17-9) → 3-cyclopentyloxy-4-methoxy benzoic acid chloride (144036-19-1)

Guidance literature:

With oxalyl dichloride; N,N-dimethyl-formamide; In benzene; at 20 ℃; for 1h;

Reference yield: 98.0%

thioyl chloride (14989-32-3) + 3-cyclopentyloxy-4-methoxy benzoic acid (144036-17-9) → 3-cyclopentyloxy-4-methoxy benzoic acid chloride (144036-19-1)

Guidance literature:

In toluene;

Reference yield:

3-cyclopentyloxy-4-methoxybenzylaldehyde (67387-76-2) → 3-cyclopentyloxy-4-methoxy benzoic acid chloride (144036-19-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 92 percent / sulfamic acid, aq. AcOH, aq. NaClO₂ / 1 h / Ambient temperature

2: 98 percent / SOCl₂ / toluene; dimethylformamide / 5 h / Heating

With sodium chlorite; thionyl chloride; aminosulfonic acid; acetic acid; In N,N-dimethyl-formamide; toluene;

DOI:10.1021/jm00037a021

upstream raw materials:

3-cyclopentyloxy-4-methoxy benzoic acid

isovanillin

Cyclopentyl bromide

3-cyclopentyloxy-4-methoxybenzylaldehyde

Downstream raw materials:

piclamilast

N-(2-methylthiophenyl)-3-cyclopentyloxy-4-methoxybenzamide

(2S)-2-(3-cyclopentyloxy-4-methoxyphenylcarboxamido)butanedioic acid

3-(cyclopentyloxy)-4-methoxybenzamide

Refernces

• 1、 Zhou, Zhong-Zhen,Ge, Bing-Chen,Zhong, Qiu-Ping,Huang, Chang,Cheng, Yu-Fang,Yang, Xue-Mei,Wang, Hai-Tao,Xu, Jiang-Ping. "Development of highly potent phosphodiesterase 4 inhibitors with anti-neuroinflammation potential: Design, synthesis, and structure-activity relationship study of catecholamides bearing aromatic rings". . p. 372 - 379. Retrieved 2016.
• 2、 Zhou, Zhong-Zhen,Ge, Bing-Chen,Chen, Yu-Fang,Shi, Xiu-Dong,Yang, Xue-Mei,Xu, Jiang-Ping. "Catecholic amides as potential selective phosphodiesterase 4D inhibitors: Design, synthesis, pharmacological evaluation and structure-activity relationships". . p. 7332 - 7339. Retrieved 2015/11/16.