3-(Benzyloxy)picolinaldehyde

Base Information

• Chemical Name: 3-(Benzyloxy)picolinaldehyde
• CAS No.: 94454-57-6
• Molecular Formula: C13H11NO2
• Molecular Weight: 213.236
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID40538630
• Wikidata: Q72442280
• Mol file: 94454-57-6.mol

Synonyms:94454-57-6;3-(BENZYLOXY)PICOLINALDEHYDE;3-(Benzyloxy)-2-picolinaldehyde;3-BENZYLOXY-2-FORMYLPYRIDINE;3-phenylmethoxypyridine-2-carbaldehyde;3-(phenylmethoxy)-2-pyridinecarboxaldehyde;3-(BENZYLOXY)PYRIDINE-2-CARBALDEHYDE;SCHEMBL1178876;DTXSID40538630;WYLVNASPZUFUJS-UHFFFAOYSA-N;3-benzyloxy-2-pyridinecarbaldehyde;AKOS015899983

Chemical Property of 3-(Benzyloxy)picolinaldehyde

Chemical Property:

• Vapor Pressure: 1.58E-05mmHg at 25°C
• Refractive Index: 1.612
• Boiling Point: 365.4 °C at 760 mmHg
• Flash Point: 174.8 °C
• PSA: 39.19000
• Density: 1.191 g/cm³
• LogP: 2.47310
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 213.078978594
• Heavy Atom Count: 16
• Complexity: 214

Purity/Quality:

99% ^*data from raw suppliers

3-(Benzyloxy)picolinaldehyde 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 3-(Benzyloxy)picolinaldehyde

There total 9 articles about 3-(Benzyloxy)picolinaldehyde 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: 98.0%

3-Benzyloxy-2-(hydroxymethyl)pyridine (6059-29-6) → 3-(phenylmethoxy)-2-pyridinecarboxaldehyde (94454-57-6)

Guidance literature:

With manganese(IV) oxide; In 1,4-dioxane; at 80 ℃; for 2h;

Reference yield:

2-Formyl-3-hydroxypyridin (1849-55-4) + benzyl bromide (100-39-0) → 3-(phenylmethoxy)-2-pyridinecarboxaldehyde (94454-57-6)

Guidance literature:

With potassium carbonate; In acetonitrile; at 85 ℃; Inert atmosphere;

DOI:10.1016/j.bmc.2019.115186

Reference yield:

3-hydroxy-2-hydroxymethylpyridine hydrochloride (14173-30-9) → 3-(phenylmethoxy)-2-pyridinecarboxaldehyde (94454-57-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: NaOEt / ethanol / 1 h / 20 °C

1.2: 39 percent / dimethylsulfoxide / 12 h / 20 °C

2.1: 84 percent / SeO₂ / dioxane / Heating

With selenium(IV) oxide; sodium ethanolate; In 1,4-dioxane; ethanol;

DOI:10.1016/j.tet.2004.10.086

upstream raw materials:

3-Benzyloxy-2-(hydroxymethyl)pyridine

3-hydroxy-2-hydroxymethylpyridine hydrochloride

benzyl chloride

benzyl bromide

Downstream raw materials:

(E)-ethyl 3-(3-(benzyloxy)-N-oxypyridin-2-yl)acrylate

(R)-6-(3-hydroxypyridin-2-yl)-5-(1-phenylpropan-2-yl)-3-(trifluoromethyl)isothiazolo[5,4-d]pyrimidin-4(5H)-one

2-(3-hydroxypropyl)pyridin-3-ol

2,3-dihydro-4H-pyrano<3,2-b>pyridine

Refernces

• 1、 -. "TDO2 INHIBITORS". Paragraph 2120. . Retrieved 2017/07/14.
• 2、 -. "AMINOQUINAZOLINE DERIVATIVES AND THEIR SALTS AND METHODS OF USE". Paragraph 00342. . Retrieved 2013/06/05.