5-(2-Methyl-1,3-dioxolan-2-yl)-2-pyridineethanol

Base Information

• Chemical Name: 5-(2-Methyl-1,3-dioxolan-2-yl)-2-pyridineethanol
• CAS No.: 184766-50-5
• Molecular Formula: C11H15 N O3
• Molecular Weight: 209.24
• DSSTox Substance ID: DTXSID10391810
• Wikidata: Q82189532
• Mol file: 184766-50-5.mol

Synonyms:184766-50-5;5-(2-Methyl-1,3-dioxolan-2-yl)-2-pyridineethanol;2-[5-(2-methyl-1,3-dioxolan-2-yl)pyridin-2-yl]ethanol;2-Pyridineethanol, 5-(2-methyl-1,3-dioxolan-2-yl)-;2-Pyridineethanol,5-(2-methyl-1,3-dioxolan-2-yl)-;2-(5-(2-Methyl-1,3-dioxolan-2-yl)pyridin-2-yl)ethan-1-ol;2-[5-(2-Methyl-1,3-dioxolan-2-yl)pyridin-2-yl]ethan-1-ol;starbld0023091;DTXSID10391810;2-(5-(2-METHYL-1,3-DIOXOLAN-2-YL)-2-PYRIDYL]ETHANOL;AKOS030255910;FT-0671707

Chemical Property of 5-(2-Methyl-1,3-dioxolan-2-yl)-2-pyridineethanol

Chemical Property:

• PSA: 51.58000
• LogP: 0.83590
• Storage Temp.: -20°C Freezer
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 0.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 209.10519334
• Heavy Atom Count: 15
• Complexity: 204

Purity/Quality:

85.0-99.8% ^*data from raw suppliers

5-(2-Methyl-1,3-dioxolan-2-yl)-2-pyridineethanol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(OCCO1)C2=CN=C(C=C2)CCO
• Uses: 5-(2-Methyl-1,3-dioxolan-2-yl)-2-pyridineethanol (cas# 184766-50-5) is a compound useful in organic synthesis.

Technology Process of 5-(2-Methyl-1,3-dioxolan-2-yl)-2-pyridineethanol

There total 4 articles about 5-(2-Methyl-1,3-dioxolan-2-yl)-2-pyridineethanol 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: 24.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + 3-(2-methyl-1,3-dioxolan-2-yl)-6-methylpyridine (184766-45-8) → 2-[5-(2-methyl-1,3-dioxolan-2-yl)-2-pyridyl]ethanol (184766-50-5)

Guidance literature:

In water; at 150 ℃; for 5h;

DOI:10.1021/jm9605694

Reference yield:

1-(6-methyl-pyridin-3-yl)-ethanone (36357-38-7) → 2-[5-(2-methyl-1,3-dioxolan-2-yl)-2-pyridyl]ethanol (184766-50-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 92 percent / pTsOH / toluene / 8 h / Heating

2: 24 percent / H₂O / 5 h / 150 °C

With toluene-4-sulfonic acid; In water; toluene;

DOI:10.1021/jm9605694

Reference yield:

Methyl 6-methylnicotinate (5470-70-2) → 2-[5-(2-methyl-1,3-dioxolan-2-yl)-2-pyridyl]ethanol (184766-50-5)

Guidance literature:

Multi-step reaction with 4 steps

1: NaH / dimethylformamide; toluene / 2.5 h / 80 °C

2: 10percent aq. H₂SO₄ / 2 h / Heating

3: 92 percent / pTsOH / toluene / 8 h / Heating

4: 24 percent / H₂O / 5 h / 150 °C

With sulfuric acid; sodium hydride; toluene-4-sulfonic acid; In water; N,N-dimethyl-formamide; toluene;

DOI:10.1021/jm9605694

upstream raw materials:

formaldehyd

3-(2-methyl-1,3-dioxolan-2-yl)-6-methylpyridine

1-(6-methyl-pyridin-3-yl)-ethanone

Methyl 6-methylnicotinate

Downstream raw materials:

4-{2-[5-(2-methyl-1,3-dioxolan-2-yl)-2-pyridyl]ethoxy}benzaldehyde

Ketopioglitazone

5-[1-(4-{2-[5-(2-Methyl-[1,3]dioxolan-2-yl)-pyridin-2-yl]-ethoxy}-phenyl)-meth-(Z)-ylidene]-thiazolidine-2,4-dione

5-(4-{2-[5-(2-Methyl-[1,3]dioxolan-2-yl)-pyridin-2-yl]-ethoxy}-benzyl)-thiazolidine-2,4-dione