[[4-[[2-(1-Methylethoxy)ethoxy]methyl]phenoxy]methyl]oxirane

Base Information

• Chemical Name: [[4-[[2-(1-Methylethoxy)ethoxy]methyl]phenoxy]methyl]oxirane
• CAS No.: 66722-57-4
• Molecular Formula: C15H22O4
• Molecular Weight: 266.337
• Hs Code.: 2910900090
• European Community (EC) Number: 613-981-0
• UNII: MFA9B358BM
• DSSTox Substance ID: DTXSID60568313
• Mol file: 66722-57-4.mol

Synonyms:66722-57-4;[[4-[[2-(1-Methylethoxy)ethoxy]methyl]phenoxy]methyl]oxirane;2-((4-((2-Isopropoxyethoxy)methyl)phenoxy)methyl)oxirane;2-[[4-(2-propan-2-yloxyethoxymethyl)phenoxy]methyl]oxirane;2-[[4-[[2-(1-Methylethoxy)ethoxy]methyl]phenoxy]methyl]oxirane;Oxirane, [[4-[[2-(1-methylethoxy)ethoxy]methyl]phenoxy]methyl]-;2-[4-(2-ISOPROPOXYETHOXYMETHYL)PHENOXYMETHYL]OXIRANE;RTXODTOQINKROX-UHFFFAOYSA-N;MFA9B358BM;SCHEMBL5317097;DTXSID60568313;BCP15724;CS-M2979;AKOS015900094;AS-71095;1-(p-2-isopropoxyethoxymethylphenoxy)-2,3-epoxypropane;1-[4-(2-isopropoxyethoxymethyl)phenoxy]-2,3-epoxypropane;1-(2,3-epoxypropoxy)-4-[2-(isopropoxy)-ethoxymethyl]-benzene;1-[4-((2-isopropoxyethoxy)methyl)phenoxy]-2,3-epoxypropane;2-[(4-{[2-(propan-2-yloxy)ethoxy]methyl}phenoxy)methyl]oxirane;2-[[4-[[2-(1-methylethoxy)ethoxy]methyl]phenoxy]methyl]-oxirane;2-{[4-({2-[(Propan-2-yl)oxy]ethoxy}methyl)phenoxy]methyl}oxirane;Oxirane, 2-[[4-[[2-(1-methylethoxy)ethoxy]methyl]phenoxy]methyl]-

Chemical Property of [[4-[[2-(1-Methylethoxy)ethoxy]methyl]phenoxy]methyl]oxirane

Chemical Property:

• Appearance/Colour: pale yellow oil
• Vapor Pressure: 3.99E-05mmHg at 25°C
• Refractive Index: 1.508
• Boiling Point: 362.6 °C at 760 mmHg
• Flash Point: 118.2 °C
• PSA: 40.22000
• Density: 1.084 g/cm³
• LogP: 2.40580
• Storage Temp.: Refrigerator
• Solubility.: Chloroform (Slightly), Methanol (Sparingly)
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 9
• Exact Mass: 266.15180918
• Heavy Atom Count: 19
• Complexity: 236

Purity/Quality:

99.9% ^*data from raw suppliers

[[4-[[2-(1-Methylethoxy)ethoxy]methyl]phenoxy]methyl]oxirane ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)OCCOCC1=CC=C(C=C1)OCC2CO2
• Uses: An intermediate for the synthesis of Bisoprolol.

Technology Process of [[4-[[2-(1-Methylethoxy)ethoxy]methyl]phenoxy]methyl]oxirane

There total 4 articles about [[4-[[2-(1-Methylethoxy)ethoxy]methyl]phenoxy]methyl]oxirane 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: 69.0%

4-(2-isopropoxy-ethoxymethyl)-phenol (177034-57-0) + epichlorohydrin (106-89-8,24969-06-0,13403-37-7) → 2-((4-((2-isopropoxyethoxy)methyl)phenoxy)methyl)oxirane (66722-57-4)

Guidance literature:

With potassium carbonate; In acetonitrile; at 85 ℃; for 12h;

DOI:10.1016/j.bmcl.2021.127789

Reference yield:

4-[(2-isopropoxyethoxy)methyl]-phenol sodium salt + epichlorohydrin (106-89-8,24969-06-0,13403-37-7) → 2-((4-((2-isopropoxyethoxy)methyl)phenoxy)methyl)oxirane (66722-57-4)

Guidance literature:

In water; at 60 - 65 ℃; for 1h;

Reference yield:

2-(1-methylethoxy)-ethanol (109-59-1) → 2-((4-((2-isopropoxyethoxy)methyl)phenoxy)methyl)oxirane (66722-57-4)

Guidance literature:

Multi-step reaction with 2 steps

1: cation exchange resin AG 50W-X₈ / Heating

2: KOH / dimethylsulfoxide / Heating

With potassium hydroxide; cation exchange resin AG 50W-X₈; In dimethyl sulfoxide;

upstream raw materials:

4-(2-isopropoxy-ethoxymethyl)-phenol

epichlorohydrin

2-(1-methylethoxy)-ethanol

(4-hydroxyphenyl)methanol

Downstream raw materials:

bisoprolol Fumarate

1-(p-2-isopropoxyethoxymethylphenoxy)-3-amino-propan-2-ol

bisoprolol

6-[4-[2-[3-(4-(2-isopropoxyethoxymethyl)phenoxy)-2-hydroxypropylamino]ethoxy]phenyl]-3(2H)-pyridazinone

Refernces

• 1、 -. "A NOVEL PROCESS FOR THE SYNTHESIS OF BISODPROLOL AND ITS INTERMEDIATE". Page/Page column 9. . Retrieved 2010/11/27.