2-[2-(4-Methoxyphenoxy)ethyl]-1,3-dioxolane

Base Information

• Chemical Name: 2-[2-(4-Methoxyphenoxy)ethyl]-1,3-dioxolane
• CAS No.: 92971-94-3
• Molecular Formula: C12H16O4
• Molecular Weight: 224.257
• DSSTox Substance ID: DTXSID20526252
• Wikidata: Q82394548
• Mol file: 92971-94-3.mol

Synonyms:92971-94-3;2-[2-(4-Methoxyphenoxy)ethyl]-1,3-dioxolane;DTXSID20526252

Chemical Property of 2-[2-(4-Methoxyphenoxy)ethyl]-1,3-dioxolane

Chemical Property:

• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 224.10485899
• Heavy Atom Count: 16
• Complexity: 184

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)OCCC2OCCO2

Technology Process of 2-[2-(4-Methoxyphenoxy)ethyl]-1,3-dioxolane

There total 2 articles about 2-[2-(4-Methoxyphenoxy)ethyl]-1,3-dioxolane 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: 65.6%

2-bromo-2-(2-ethyl)dioxolane (18742-02-4) + 4-methoxy-phenol (150-76-5) → β-(4-methoxyphenoxy)propionaldehyde ethylene acetal (92971-94-3)

Guidance literature:

4-methoxy-phenol; With potassium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 0.5h; Inert atmosphere;

2-bromo-2-(2-ethyl)dioxolane; In N,N-dimethyl-formamide; at 65 ℃; Inert atmosphere;

DOI:10.1016/j.bioorg.2021.104898

Reference yield:

2-(2-chloroethyl)-1,3-dioxolane (4362-36-1) + 4-methoxy-phenol (150-76-5) → β-(4-methoxyphenoxy)propionaldehyde ethylene acetal (92971-94-3)

Guidance literature:

With tetra-(n-butyl)ammonium iodide; potassium hydride; Yield given. Multistep reaction; 1.) THF, room temp., 15 min; 2.) reflux, 4 d;

Reference yield: 75.0%

β-(4-methoxyphenoxy)propionaldehyde ethylene acetal (92971-94-3) → 6-methoxychroman-4-one (5802-17-5)

Guidance literature:

With ammonium cerium (IV) nitrate; In methanol; acetonitrile; at 70 ℃; for 0.5h;

DOI:10.1016/j.tetlet.2012.05.112

upstream raw materials:

2-(2-chloroethyl)-1,3-dioxolane

4-methoxy-phenol

2-bromo-2-(2-ethyl)dioxolane

Downstream raw materials:

6-methoxy-2H-chromene

6-methoxychroman-4-one

3-(4-methoxyphenoxy)propionaldehyde