Methyl 2-(methoxymethoxy)benzoate

Base Information

• Chemical Name: Methyl 2-(methoxymethoxy)benzoate
• CAS No.: 27701-23-1
• Molecular Formula: C10H12O4
• Molecular Weight: 196.203
• DSSTox Substance ID: DTXSID60475194
• Nikkaji Number: J1.543.666B
• Wikidata: Q82305499
• Mol file: 27701-23-1.mol

Synonyms:Methyl 2-(methoxymethoxy)benzoate;27701-23-1;Benzoic acid, 2-(methoxymethoxy)-, methyl ester;SCHEMBL2290004;DTXSID60475194;UBYWYGVADKPGNR-UHFFFAOYSA-N;2-(Methoxymethoxy)benzoic acid methyl ester

Chemical Property of Methyl 2-(methoxymethoxy)benzoate

Chemical Property:

• PSA: 44.76000
• LogP: 1.45590
• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 196.07355886
• Heavy Atom Count: 14
• Complexity: 181

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COCOC1=CC=CC=C1C(=O)OC

Technology Process of Methyl 2-(methoxymethoxy)benzoate

There total 4 articles about Methyl 2-(methoxymethoxy)benzoate 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: 99.0%

chloromethyl methyl ether (107-30-2) + methyl salicylate (119-36-8,8024-54-2) → methyl 2-(methoxymethyloxy)benzoate (27701-23-1)

Guidance literature:

methyl salicylate; With sodium hydride; In tetrahydrofuran; mineral oil; at 0 ℃; for 0.5h;

chloromethyl methyl ether; In tetrahydrofuran; mineral oil; at 0 - 20 ℃; for 16h;

DOI:10.1021/jacs.7b05155

Reference yield:

salicylic acid (69-72-7,25496-36-0,8052-31-1) → methyl 2-(methoxymethyloxy)benzoate (27701-23-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sulfuric acid / 1,2-dichloro-ethane / 23 h / 84 °C / Inert atmosphere

2.1: sodium hydride / N,N-dimethyl-formamide / 0.5 h / 0 °C / Inert atmosphere

2.2: 2 h / 0 °C / Inert atmosphere

With sulfuric acid; sodium hydride; In 1,2-dichloro-ethane; N,N-dimethyl-formamide;

DOI:10.1002/chem.202103653

Reference yield:

sodium o-methoxycarbonylphenolate (7631-93-8) + chloromethyl methyl ether (107-30-2) → methyl 2-(methoxymethyloxy)benzoate (27701-23-1)

Guidance literature:

With ethanol;

DOI:10.1359/jbmr.2001.16.5.846

upstream raw materials:

sodium o-methoxycarbonylphenolate

chloromethyl methyl ether

methyl salicylate

salicylic acid

Downstream raw materials:

6-benzyloxy-7-methoxy-1-[1-(4-benzyloxy-3-methoxyphenyl)-2-(2-methoxymethoxyphenyl)-2-oxoethyl]isoquinoline

2-isopropenylphenol

1-iodo-2-methoxymethoxybenzene

(8-hydroxy-7-methoxy-2,2-dimethyl-3,4-dihydrobenzopyran-6-yl)(2-hydroxyphenyl)methanone