4-Bromo-2-(cyclopentyloxy)-1-methoxybenzene

Base Information

• Chemical Name: 4-Bromo-2-(cyclopentyloxy)-1-methoxybenzene
• CAS No.: 138509-45-2
• Molecular Formula: C12H15BrO2
• Molecular Weight: 271.154
• Hs Code.: 2909309090
• DSSTox Substance ID: DTXSID60433491
• Nikkaji Number: J1.237.180B
• Wikidata: Q82247651
• Mol file: 138509-45-2.mol

Synonyms:138509-45-2;4-Bromo-2-(cyclopentyloxy)-1-methoxybenzene;4-BROMO-2-(CYCLOPENTYLOXY)ANISOLE;4-bromo-2-cyclopentyloxy-1-methoxybenzene;SCHEMBL129356;4-bromo-2-cyclopentyloxyanisole;DTXSID60433491;WRLWUCCRDCLCJK-UHFFFAOYSA-N;2-(Cyclopentyloxy)-4-bromoanisole;MFCD00673135;3-Cyclopentyloxy-4-methoxybromobenzene;AKOS015835515;SS-5181;3-cyclopentyloxy-4-methoxyphenyl bromide;1-Bromo-3-cyclopentyloxy-4-methoxybenzene;1-Methoxy-2-cyclopentyloxy-4-bromo-benzene;CS-0212621;FT-0733293

Chemical Property of 4-Bromo-2-(cyclopentyloxy)-1-methoxybenzene

Chemical Property:

• Boiling Point: 317.5±22.0 °C(Predicted)
• PSA: 18.46000
• Density: 1.366±0.06 g/cm3(Predicted)
• LogP: 3.77910
• Storage Temp.: Room temperature.
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 270.02554
• Heavy Atom Count: 15
• Complexity: 192

Purity/Quality:

98.5% ^*data from raw suppliers

4-Bromo-2-(cyclopentyloxy)anisole ^*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)Br)OC2CCCC2

Technology Process of 4-Bromo-2-(cyclopentyloxy)-1-methoxybenzene

There total 19 articles about 4-Bromo-2-(cyclopentyloxy)-1-methoxybenzene 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%

Cyclopentyl bromide (137-43-9) + 5-bromo-2-methoxyphenol (37942-01-1) → 4-bromo-2-cyclopentyloxyanisole (138509-45-2)

Guidance literature:

With potassium carbonate; In acetone; for 24h; Heating;

DOI:10.1021/jo00053a012

Reference yield: 94.0%

Cyclopentanol (96-41-3) + 5-bromo-2-methoxyphenol (37942-01-1) → 4-bromo-2-cyclopentyloxyanisole (138509-45-2)

Guidance literature:

With triphenylphosphine; diethylazodicarboxylate; In toluene; at 20 ℃; for 2h; Inert atmosphere;

DOI:10.1016/j.bmcl.2013.08.057

Reference yield:

Cyclopentanol (96-41-3) + 5-bromo-2-methoxyphenol (37942-01-1) + diethylazodicarboxylate (1972-28-7,218603-74-8) → 4-bromo-2-cyclopentyloxyanisole (138509-45-2)

Guidance literature:

With triphenylphosphine; In tetrahydrofuran;

upstream raw materials:

Cyclopentyl bromide

5-bromo-2-methoxyphenol

Cyclopentanol

2-methoxyphenyl acetate

Downstream raw materials:

3'-Cyclopentyloxy-4'-methoxy-biphenyl-3-carboxylic acid methyl ester

Rolipram

3-(3'-Cyclopentyloxy₄'-methoxy)phenyl-2-cyclohexene-1-one

Refernces

• 1、 Nagy, Bence S.,Llanes, Patricia,Pericas, Miquel A.,Kappe, C. Oliver,?tv?s, Sándor B.. "Enantioselective Flow Synthesis of Rolipram Enabled by a Telescoped Asymmetric Conjugate Addition-Oxidative Aldehyde Esterification Sequence Using in Situ-Generated Persulfuric Acid as Oxidant". . . Retrieved 2022/02/05.
• 2、 Yahya-Meymandi,Mohammadi Ziarani,Shafiee,Foroumadi. "Synthesis of 1-[3-(Cyclopentyloxy)-4-methoxyphenyl]cyclopentanol as potential phosphodiesterase-4 inhibitor". experimental part. p. 4008 - 4010. Retrieved 2012/01/13.