4-[(2-Methoxyphenoxy)methyl]-1,3-dioxolan-2-one

Base Information

• Chemical Name: 4-[(2-Methoxyphenoxy)methyl]-1,3-dioxolan-2-one
• CAS No.: 2049-21-0
• Molecular Formula: C11H12O5
• Molecular Weight: 224.213
• Hs Code.: 2932999099
• UNII: 5T0C1PA2R3
• DSSTox Substance ID: DTXSID00562613
• Nikkaji Number: J3.293.525G
• Mol file: 2049-21-0.mol

Synonyms:2049-21-0;rac Guaifenesin Cyclic Carbonate;4-[(2-Methoxyphenoxy)methyl]-1,3-dioxolan-2-one;5T0C1PA2R3;4-((2-methoxyphenoxy)methyl)-1,3-dioxolan-2-one;UNII-5T0C1PA2R3;Methocarbamol dioxolone [USP];1,3-DIOXOLAN-2-ONE, 4-((2-METHOXYPHENOXY)METHYL)-;METHOCARBAMOL DIOXOLONE;SCHEMBL10570888;DTXSID00562613;METHOCARBAMOL DIOXOLONE [USP IMPURITY];4-[(2-methoxyphenoxy)methyl]-1, 3-dioxolan-2-one;1,3-Dioxolan-2-one, 4-[(2-methoxyphenoxy)methyl]-;Carbonic acid, cyclic [(o-methoxyphenoxy)methyl]ethylene ester (6CI,7CI,8CI);1,2-Propanediol, 3-(o-methoxyphenoxy)-, cyclic carbonate (8CI)

Chemical Property of 4-[(2-Methoxyphenoxy)methyl]-1,3-dioxolan-2-one

Chemical Property:

• PSA: 53.99000
• LogP: 1.60940
• Storage Temp.: Refrigerator
• Solubility.: Acetonitrile (Slightly), Chloroform (Slightly), Ethyl Acetate (Slightly), Methan
• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 224.06847348
• Heavy Atom Count: 16
• Complexity: 243

Purity/Quality:

99%, ^*data from raw suppliers

rac guaifenesin cyclic carbonate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC1=CC=CC=C1OCC2COC(=O)O2
• Uses: Protected Guaifenesin.

Technology Process of 4-[(2-Methoxyphenoxy)methyl]-1,3-dioxolan-2-one

There total 6 articles about 4-[(2-Methoxyphenoxy)methyl]-1,3-dioxolan-2-one 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: 96.0%

carbon dioxide (124-38-9,18923-20-1) + 2-(2-methoxy-phenoxymethyl)-oxirane (2210-74-4) → rac-4-(2-methoxyphenoxymethyl)-[1,3]dioxolan-2-one (2049-21-0)

Guidance literature:

With imidazolium based ionic liquid incorporated porous dendritic fibrous nanosilica; at 70 ℃; for 2h; under 7500.75 Torr; Green chemistry;

DOI:10.1007/s10562-020-03135-w

Reference yield: 86.0%

carbon monoxide (201230-82-2) + guaifenesin (93-14-1) → rac-4-(2-methoxyphenoxymethyl)-[1,3]dioxolan-2-one (2049-21-0)

Guidance literature:

With palladium 10% on activated carbon; oxygen; sodium acetate; potassium iodide; In 1,2-dimethoxyethane; at 100 ℃; for 3h; under 10343.2 Torr; Autoclave; Inert atmosphere;

DOI:10.1016/j.tetlet.2013.12.116

Reference yield:

guaifenesin (93-14-1) + carbonic acid dimethyl ester (616-38-6) → rac-4-(2-methoxyphenoxymethyl)-[1,3]dioxolan-2-one (2049-21-0)

Guidance literature:

With dmap; lithium hydroxide; at 80 ℃; for 4h; Reagent/catalyst;

upstream raw materials:

Diethyl carbonate

hydrogenchloride

chloroform

3-(2-methoxyphenoxy)propanediol 2-carbamate

Downstream raw materials:

methocarbamol

3-(2-methoxyphenoxy)propanediol 2-carbamate