3-Benzyloxypyridine

Base Information

• Chemical Name: 3-Benzyloxypyridine
• CAS No.: 76509-17-6
• Molecular Formula: C12H11NO
• Molecular Weight: 185.225
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID80434107
• Nikkaji Number: J926.167B
• Wikidata: Q82248430
• ChEMBL ID: CHEMBL195467
• Mol file: 76509-17-6.mol

Synonyms:3-Benzyloxypyridine;76509-17-6;3-(benzyloxy)pyridine;3-phenylmethoxypyridine;3-Benzyloxy-pyridine;Pyridine, 3-(phenylmethoxy)-;5-benzyloxypyridine;3-phenylmethoxy-pyridine;CHEMBL195467;SCHEMBL1323646;BDBM13338;DTXSID80434107;LLWFWIZOFFLRKC-UHFFFAOYSA-N;BDA50917;AKOS006334151;SB53623;AS-59556;CS-0207909;FT-0685799;3-BENZYLOXYPYRIDINE[76509-17-6];W18609;W19145;J-510816;F6619-9049

Chemical Property of 3-Benzyloxypyridine

Chemical Property:

• Vapor Pressure: 0.001mmHg at 25°C
• PSA: 22.12000
• LogP: 2.66060
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 185.084063974
• Heavy Atom Count: 14
• Complexity: 154

Purity/Quality:

98%,99%, ^*data from raw suppliers

3-Benzyloxypyridine ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 22

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C(C=C1)COC2=CN=CC=C2

Technology Process of 3-Benzyloxypyridine

There total 16 articles about 3-Benzyloxypyridine 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: 88.0%

3-Fluoropyridine (372-47-4) + benzyl alcohol (100-51-6,185532-71-2) → 3-benzyloxypyridine (76509-17-6)

Guidance literature:

In N,N,N,N,N,N-hexamethylphosphoric triamide; at 100 ℃; for 0.0333333h; microwave irradiation;

DOI:10.1016/S0040-4020(02)00424-6

Reference yield: 86.0%

3-Bromopyridine (626-55-1,163928-56-1) + benzyl alcohol (100-51-6,185532-71-2) → 3-benzyloxypyridine (76509-17-6)

Guidance literature:

With copper(l) iodide; 1,10-Phenanthroline; cesium bicarbonate; In toluene; at 110 ℃; for 24h; Inert atmosphere;

DOI:10.1021/jo801501e

Reference yield: 84.0%

3-HYDROXYPYRIDINE (109-00-2) + benzyl bromide (100-39-0) → 3-benzyloxypyridine (76509-17-6)

Guidance literature:

With sodium hydride; In DMF (N,N-dimethyl-formamide); at 0 - 20 ℃;

upstream raw materials:

3-HYDROXYPYRIDINE

benzyldimethylphenylammonium chloride

benzyl chloride

3-Chloropyridine

Downstream raw materials:

3-Benzyloxy-1-[2-(1H-indol-3-yl)-ethyl]-pyridinium; bromide

3-Benzyloxy-2-trimethylsilanyl-pyridine

4-benzyl-3-benzyloxypyridine

3-Benzyloxy-4-phenyl-4H-pyridine-1-carboxylic acid phenyl ester

Refernces

• 1、 Flynn, Autumn R.,Mcdaniel, Kelly A.,Hughes, Meredith E.,Vogt, David B.,Jui, Nathan T.. "Hydroarylation of Arenes via Reductive Radical-Polar Crossover". . p. 9163 - 9168. Retrieved 2020/07/10.
• 2、 Kaithal, Akash,Chatterjee, Basujit,Gunanathan, Chidambaram. "Ruthenium-Catalyzed Regioselective 1,4-Hydroboration of Pyridines". supporting information. p. 3402 - 3405. Retrieved 2016/07/26.