4-(Oxan-4-yl)benzoic acid

Base Information

• Chemical Name: 4-(Oxan-4-yl)benzoic acid
• CAS No.: 1086391-97-0
• Molecular Formula: C₁₂H₁₄O₃
• Molecular Weight: 206.241
• European Community (EC) Number: 851-399-0
• DSSTox Substance ID: DTXSID70696075
• Wikidata: Q82625502
• Mol file: 1086391-97-0.mol

Synonyms:1086391-97-0;4-(tetrahydro-2H-pyran-4-yl)Benzoic acid;4-(oxan-4-yl)benzoic acid;4-(TETRAHYDRO-PYRAN-4-YL)-BENZOIC ACID;SCHEMBL13267390;DTXSID70696075;MFCD11505988;SB18421;4-(tetrahydro-2H-pyran-4-yl)Benzoicacid;CS-0130776;FT-0769986;EN300-314831;4-(Tetrahydro-pyran-4-yl)-benzoic acid, AldrichCPR;A1-31613

Chemical Property of 4-(Oxan-4-yl)benzoic acid

Chemical Property:

• Boiling Point: 367.6±30.0 °C(Predicted)
• PKA: 4.29±0.10(Predicted)
• Density: 1.183±0.06 g/cm3(Predicted)
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 206.094294304
• Heavy Atom Count: 15
• Complexity: 213

Purity/Quality:

97% ^*data from raw suppliers

4-(Tetrahydro-2H-pyran-4-yl)benzoicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1COCCC1C2=CC=C(C=C2)C(=O)O

Technology Process of 4-(Oxan-4-yl)benzoic acid

There total 7 articles about 4-(Oxan-4-yl)benzoic acid 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: 90.0%

4-(4-bromophenyl)-tetrahydro-2H-pyran (811828-76-9) + carbon dioxide (124-38-9,18923-20-1) → 4-(tetrahydro-2H-pyran-4-yl)benzoic acid (1086391-97-0)

Guidance literature:

With n-butyllithium; In tetrahydrofuran; at -70 ℃; for 2h; Inert atmosphere;

Reference yield: 75.0%

methyl 4-(tetrahydro-2H-pyran-4-yl)benzoate (1276024-95-3) → 4-(tetrahydro-2H-pyran-4-yl)benzoic acid (1086391-97-0)

Guidance literature:

With lithium hydroxide monohydrate; In tetrahydrofuran; methanol; water; at 20 ℃; for 72h;

Reference yield:

4-methoxycarbonylphenyl bromide (619-42-1) → 4-(tetrahydro-2H-pyran-4-yl)benzoic acid (1086391-97-0)

Guidance literature:

Multi-step reaction with 3 steps

1: tetrakis(triphenylphosphine) palladium⁽⁰⁾ / water; 1,4-dioxane / 12 h / 90 °C / Inert atmosphere

2: hydrogen; palladium 10% on activated carbon / ethanol / 12 h / Inert atmosphere

3: lithium hydroxide monohydrate / water; tetrahydrofuran; methanol / 72 h / 20 °C

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; lithium hydroxide monohydrate; palladium 10% on activated carbon; hydrogen; In tetrahydrofuran; 1,4-dioxane; methanol; ethanol; water;

upstream raw materials:

4-methoxycarbonylphenyl bromide

4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-3,6-dihydro-2H-pyran

methyl 4-(3,6-dihydro-2H-pyran-4-yl)benzoate

methyl 4-(tetrahydro-2H-pyran-4-yl)benzoate

Downstream raw materials:

1-(3-(2-methoxyethoxy)benzyl)-5-(5-(4-(tetrahydro-2H-pyran-4-yl)phenyl)-1,2,4-oxadiazol-3-yl)pyridin-2(1H)-one

methyl 4-(tetrahydro-2H-pyran-4-yl)benzoate