Benzoic acid, 4-[(tetrahydro-2H-pyran-2-yl)oxy]-, methyl ester

Base Information

• Chemical Name: Benzoic acid, 4-[(tetrahydro-2H-pyran-2-yl)oxy]-, methyl ester
• CAS No.: 106342-09-0
• Molecular Formula: C13H16O4
• Molecular Weight: 236.268
• DSSTox Substance ID: DTXSID40472222
• Nikkaji Number: J2.577.071D
• Mol file: 106342-09-0.mol

Synonyms:methyl 4-((tetrahydro-2H-pyran-2-yl)oxy)benzoate;Methyl 4-[(tetrahydro-2H-pyran-2-yl)oxy]benzoate;106342-09-0;Benzoic acid, 4-[(tetrahydro-2H-pyran-2-yl)oxy]-, methyl ester;methyl 4-(tetrahydro-2H-pyran-2-yloxy)benzoate;SCHEMBL4020110;DTXSID40472222;TQP0065;KDMICHPWNLJREW-UHFFFAOYSA-N;methyl 4-tetrahydropyranyloxybenzoate;methyl 4-(2-tetrahydropyranyloxy)benzoate;4-(Tetrahydro-pyran-2-yloxy)-benzoic acid methyl ester

Chemical Property of Benzoic acid, 4-[(tetrahydro-2H-pyran-2-yl)oxy]-, methyl ester

Chemical Property:

• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 236.10485899
• Heavy Atom Count: 17
• Complexity: 246

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C1=CC=C(C=C1)OC2CCCCO2

Technology Process of Benzoic acid, 4-[(tetrahydro-2H-pyran-2-yl)oxy]-, methyl ester

There total 3 articles about Benzoic acid, 4-[(tetrahydro-2H-pyran-2-yl)oxy]-, methyl 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: 100.0%

3,4-dihydro-2H-pyran (110-87-2) + methyl 4-hydroxylbenzoate (99-76-3,156291-94-0) → 4-methoxycarbonylphenyl 2-tetrahydropyranyl ether (106342-09-0)

Guidance literature:

With pyridinium p-toluenesulfonate; In acetone; for 15h; Ambient temperature;

DOI:10.1246/bcsj.62.674

Reference yield: 68.0%

TETRAHYDROPYRANE (142-68-7) + methyl 4-hydroxylbenzoate (99-76-3,156291-94-0) → 4-methoxycarbonylphenyl 2-tetrahydropyranyl ether (106342-09-0)

Guidance literature:

With copper(II) 5,10,15,20-tetra(4-pyridyl)porphyrinato; di-tert-butyl peroxide; at 120 ℃; for 6h; Schlenk technique;

DOI:10.1080/00397911.2021.1919900

Reference yield:

sodium methylparaben (5026-62-0) + 2-chlorotetrahydro-2H-pyran (3136-02-5) → 4-methoxycarbonylphenyl 2-tetrahydropyranyl ether (106342-09-0)

Guidance literature:

With hydrogenchloride; Multistep reaction; 1.) diethyl ether, 30 min, 2.) DMF;

DOI:10.1021/ja00020a028

upstream raw materials:

3,4-dihydro-2H-pyran

methyl 4-hydroxylbenzoate

sodium methylparaben

2-chlorotetrahydro-2H-pyran

Downstream raw materials:

methyl 4-hydroxylbenzoate

[(η5-C5H5)Fe(η5-C5H4(p-C6H4-O-(tetrahydropyranyl)))]

3-oxo-3-[4-(tetrahydro-pyran-2-yloxy)-phenyl]-propionitrile

4-(11-methacryloyloxyundecyloxycarbonyl)phenyl 7-[4-((S)-2-methylbutoxy)]-2-oxo-2H-1-benzopyran-3-carboxylate