4-phenyltetrahydro-2H-pyran-4-carboxylic acid

Base Information

• Chemical Name: 4-phenyltetrahydro-2H-pyran-4-carboxylic acid
• CAS No.: 182491-21-0
• Molecular Formula: C12H14 O3
• Molecular Weight: 206.24
• Hs Code.: 2932999099
• European Community (EC) Number: 838-907-6
• DSSTox Substance ID: DTXSID60399785
• Wikidata: Q82202512
• Mol file: 182491-21-0.mol

Synonyms:182491-21-0;4-phenyltetrahydro-2H-pyran-4-carboxylic acid;4-phenyloxane-4-carboxylic acid;4-Phenyl-tetrahydro-pyran-4-carboxylic acid;4-phenyltetrahydropyran-4-carboxylic acid;MFCD00085758;2H-Pyran-4-carboxylicacid, tetrahydro-4-phenyl-;2H-Pyran-4-carboxylic acid, tetrahydro-4-phenyl-;4-Phenyltetrahydro-2H-pyran-4-carboxylicacid;ChemDiv2_001113;F2148-0033;SCHEMBL1627580;DTXSID60399785;BWHJLSRDMNLSET-UHFFFAOYSA-N;HMS1372A13;BBL009885;STK801321;AKOS000302844;CCG-112956;SB15436;NCGC00337010-01;NS-02225;BB 0256875;CS-0038746;FT-0739964;EN300-39145;4-Phenyl-tetrahydro-2H-pyran-4-carboxylic acid;AB01330294-02;A856018;SR-01000111212;SR-01000111212-1;Z361883550

Chemical Property of 4-phenyltetrahydro-2H-pyran-4-carboxylic acid

Chemical Property:

• Vapor Pressure: 3.85E-06mmHg at 25°C
• Refractive Index: 1.552
• Boiling Point: 370.4°Cat760mmHg
• PKA: 3.97±0.20(Predicted)
• Flash Point: 144.9°C
• PSA: 46.53000
• Density: 1.196g/cm³
• LogP: 1.81940
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 206.094294304
• Heavy Atom Count: 15
• Complexity: 225

Purity/Quality:

97% ^*data from raw suppliers

4-Phenyltetrahydro-2H-pyran-4-carboxylicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1COCCC1(C2=CC=CC=C2)C(=O)O
• Uses: 4-Phenyltetrahydro-2H-pyran-4-carboxylic Acid is a starting material for preparation of imidazole-containing benzodiazepines and analogs.

Technology Process of 4-phenyltetrahydro-2H-pyran-4-carboxylic acid

There total 5 articles about 4-phenyltetrahydro-2H-pyran-4-carboxylic 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:

4-phenyltetrahydro-2H-pyran-4-carbonitrile (1202-81-9) → 4-phenyltetrahydro-2H-pyran-4-carboxylic acid (182491-21-0)

Guidance literature:

With potassium hydroxide; at 200 ℃;

Reference yield:

4-phenyl-tetrahydro-pyran-4-carboxylic acid amide (833439-14-8) → 4-phenyltetrahydro-2H-pyran-4-carboxylic acid (182491-21-0)

Guidance literature:

With potassium hydroxide; at 200 ℃;

Reference yield:

benzeneacetic acid methyl ester (101-41-7) → 4-phenyltetrahydro-2H-pyran-4-carboxylic acid (182491-21-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium hydride / tetrahydrofuran; mineral oil / 0 °C

1.2: 1-halo-2-(2-haloethoxy)ethane / 18.17 h / 0 - 50 °C

2.1: sodium hydroxide / methanol; water / 3 h / Reflux

With sodium hydride; sodium hydroxide; In tetrahydrofuran; methanol; water; mineral oil;

DOI:10.1021/acs.jmedchem.0c00230

upstream raw materials:

4-phenyltetrahydro-2H-pyran-4-carbonitrile

4-phenyl-tetrahydro-pyran-4-carboxylic acid amide

phenylacetonitrile

benzeneacetic acid methyl ester

Downstream raw materials:

4-phenyltetrahydropyran-4-carbonyl chloride

4-phenyl-tetrahydro-pyran-4-carboxylic acid-(2-diethylamino-ethyl ester); hydrochloride