3-[4-(2-Methoxyethyl)phenoxy]-

Base Information

• Chemical Name: 3-[4-(2-Methoxyethyl)phenoxy]-
• CAS No.: 62572-90-1
• Molecular Formula: C12H18O4
• Molecular Weight: 226.273
• European Community (EC) Number: 641-528-7
• UNII: 458HK2AA15
• Nikkaji Number: J426.715J
• Wikidata: Q27258820
• Mol file: 62572-90-1.mol

Synonyms:62572-90-1;3-(4-(2-methoxyethyl)phenoxy)propane-1,2-diol;3-[4-(2-Methoxyethyl)phenoxy]propane-1,2-diol;3-[4-(2-methoxyethyl)phenoxy]-1,2-propanediol;1,2-Propanediol, 3-(4-(2-methoxyethyl)phenoxy)-;H-93/82;3-[4-(2-Methoxyethyl)phenoxy]-;UNII-458HK2AA15;458HK2AA15;Metoprolol IMpurity 04;Metoprolol succinate impurity D [EP];(2RS)-3-(4-(2-Methoxyethyl)phenoxy)propane-1,2-diol;Metoprolol tartrate specified impurity D [EP];Metoprolol Impurity D;3-(4-(2-methoxyethyl)phenoxy)-1,2-propanediol;(2RS)-3-[4-(2-Methoxyethyl)phenoxy]propane-1,2-diol;Metoprolol EP impurity D;SCHEMBL9599229;MELFVOGWPJFQBB-UHFFFAOYSA-N;AKOS017552628;BS-47572;CS-0150183;E75171;EN300-6498207;3-[4-(2-methoxyethyl)-phenoxy]-propane-1,2-diol;METOPROLOL TARTRATE IMPURITY D [EP IMPURITY];3-[4-(2-methoxy-ethyl)-phenoxy]-propane-1,2-diol;METOPROLOL SUCCINATE IMPURITY D [EP IMPURITY];Q27258820

Chemical Property of 3-[4-(2-Methoxyethyl)phenoxy]-

Chemical Property:

• Boiling Point: 382.7±32.0 °C(Predicted)
• PKA: 13.53±0.20(Predicted)
• PSA: 58.92000
• Density: 1.145±0.06 g/cm3(Predicted)
• LogP: 0.60750
• Storage Temp.: Hygroscopic, -20°C Freezer, Under Inert Atmosphere
• Solubility.: Chloroform (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly)
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 7
• Exact Mass: 226.12050905
• Heavy Atom Count: 16
• Complexity: 166

Purity/Quality:

NLT 98% ^*data from raw suppliers

3-[4-(2-Methoxyethyl)phenoxy]-1,2-propanediol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COCCC1=CC=C(C=C1)OCC(CO)O
• Uses: Labelled Metoprolol (M338790) A new byproduct detected in Metoprolol tartrate. Metoprolol (M338790) 3-[4-(2-Methoxyethyl)phenoxy]-1,2-propanediol (Metoprolol EP Impurity D) is a new byproduct detected in Metoprolol tartrate. Metoprolol (M338790) impurity.

Technology Process of 3-[4-(2-Methoxyethyl)phenoxy]-

There total 7 articles about 3-[4-(2-Methoxyethyl)phenoxy]- 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: 85.0%

2-[4-(2'-methoxyethyl)phenoxymethyl]oxirane (56718-70-8) → 3-<4-(2-methoxyethyl)phenoxy>-1,2-propanediol (62572-90-1)

Guidance literature:

With β‐cyclodextrin; In methanol; water; at 40 ℃; for 6h;

Reference yield: 80.0%

3-[4-(2-methoxyethyl)phenoxy]propylene (80448-05-1) → 3-<4-(2-methoxyethyl)phenoxy>-1,2-propanediol (62572-90-1)

Guidance literature:

With osmium(VIII) oxide; 4-methylmorpholine N-oxide; In water; acetone; for 15h;

Reference yield:

p-hydroxyphenacyl chloride (6305-04-0) → 3-<4-(2-methoxyethyl)phenoxy>-1,2-propanediol (62572-90-1)

Guidance literature:

Multi-step reaction with 4 steps

1: 90 percent / methanol / 24 h / Ambient temperature

2: 96 percent / H₂ / 10percent Pd/C / ethanol / 4 h / 2327.2 Torr

3: 85 percent / K₂CO₃ / acetone / 7 h / Heating

4: 80 percent / OsO₄, N-methylmorpholine-N-oxide / H₂O; acetone / 15 h

With osmium(VIII) oxide; hydrogen; potassium carbonate; 4-methylmorpholine N-oxide; palladium on activated charcoal; In methanol; ethanol; water; acetone;

upstream raw materials:

3-[4-(2-methoxyethyl)phenoxy]propylene

2-[4-(2'-methoxyethyl)phenoxymethyl]oxirane

p-hydroxyphenacyl chloride

4-(2-methoxyethyl)phenol

Downstream raw materials:

2-[4-(2'-methoxyethyl)phenoxymethyl]oxirane

Toluene-4-sulfonic acid 2-hydroxy-3-[4-(2-methoxy-ethyl)-phenoxy]-propyl ester

Refernces

• 1、 Reddy, M. Anjun,Reddy, L. Rajender,Bhanumathi, N.,Rao, K. Rama. "A novel and efficient biomimetic hydrolysis of oxiranes to 1,2-diols catalysed by β-cyclodextrin in water under neutral conditions". . p. 537 - 540. Retrieved 2007/10/03.