Ethyl 2-(2-(hydroxymethyl)phenoxy)acetate

Base Information

• Chemical Name: Ethyl 2-(2-(hydroxymethyl)phenoxy)acetate
• CAS No.: 111080-48-9
• Molecular Formula: C11H14 O4
• Molecular Weight: 210.23
• Hs Code.: 2918990090
• DSSTox Substance ID: DTXSID00447254
• Nikkaji Number: J1.815.116B
• Wikidata: Q82266100
• Mol file: 111080-48-9.mol

Synonyms:111080-48-9;Ethyl 2-(2-(hydroxymethyl)phenoxy)acetate;Ethyl 2-[2-(hydroxymethyl)phenoxy]acetate;Ethyl [2-(hydroxymethyl)phenoxy]acetate;(2-HYDROXYMETHYL-PHENOXY)-ACETIC ACID ETHYL ESTER;SCHEMBL15550746;DTXSID00447254;AKOS000247849;Ethyl2-(2-(hydroxymethyl)phenoxy)acetate;[2-(Hydroxymethyl)phenoxy]acetic acid ethyl ester

Chemical Property of Ethyl 2-(2-(hydroxymethyl)phenoxy)acetate

Chemical Property:

• PSA: 55.76000
• LogP: 1.12080
• Storage Temp.: 2-8°C
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 210.08920892
• Heavy Atom Count: 15
• Complexity: 193

Purity/Quality:

99%min ^*data from raw suppliers

ACETICACID,2[2-(HYDROXYMETHYL)PHENOXY]-,ETHYLESTER 95 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)COC1=CC=CC=C1CO

Technology Process of Ethyl 2-(2-(hydroxymethyl)phenoxy)acetate

There total 6 articles about Ethyl 2-(2-(hydroxymethyl)phenoxy)acetate 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: 100.0%

ethyl (2-formylphenoxy)acetate (41873-61-4) → ethyl 2-[2-(hydroxymethyl)phenoxy]acetate (111080-48-9)

Guidance literature:

With sodium tetrahydroborate; sodium ethanolate; In ethanol; 1.) 0-5 deg C; 2.) below 8 deg C, 3.75 h;

DOI:10.1002/jhet.5570240236

Reference yield: 69.4%

→ ethyl 2-[2-(hydroxymethyl)phenoxy]acetate (111080-48-9)

Guidance literature:

With potassium carbonate; In acetone; for 24h; Reflux;

Reference yield:

salicylaldehyde (90-02-8) → ethyl 2-[2-(hydroxymethyl)phenoxy]acetate (111080-48-9)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium carbonate; potassium iodide / acetonitrile / 20 °C

2: sodium tetrahydroborate / ethanol / 0 °C

With sodium tetrahydroborate; potassium carbonate; potassium iodide; In ethanol; acetonitrile;

DOI:10.1021/jacs.1c10162

upstream raw materials:

ethyl (2-formylphenoxy)acetate

salicylaldehyde

salicylic alcohol

ethyl bromoacetate

Downstream raw materials:

o-(ethoxycarbonylmethoxy)benzyl chloride

2-(2-{2-[2-(2-hydroxy-ethoxy)-benzylsulfanyl]-ethylsulfanylmethyl}-phenoxy)-ethanol

{2-[2-(2-ethoxycarbonylmethoxy-benzylsulfanyl)-ethylsulfanylmethyl]-phenoxy}-acetic acid ethyl ester

2-[2-(2-{2-[2-(2-hydroxy-ethoxy)-benzylsulfanyl]-ethylsulfanyl}-ethylsulfanylmethyl)-phenoxy]-ethanol

Refernces

• 1、 -. "PYRAZOLO[3,4-D]PYRIMIDIN-4(5H)-ONE DERIVATIVES AS PDE9 INHIBITORS". Page/Page column 24; 29. . Retrieved 2014/02/16.
• 2、 Ashram, Muhammad. "Synthesis of calix[4]crowns containing soft donor atoms and a study of their metal-cation binding properties: Highly selective receptors for Cu2+". . p. 1662 - 1668. Retrieved 2007/10/03.