Methyl 3-(hydroxymethyl)-5-methoxybenzoate

Base Information

• Chemical Name: Methyl 3-(hydroxymethyl)-5-methoxybenzoate
• CAS No.: 367519-84-4
• Molecular Formula: C10H12O4
• Molecular Weight: 196.203
• Hs Code.: 2918990090
• DSSTox Substance ID: DTXSID60573088
• Wikidata: Q82461674
• Mol file: 367519-84-4.mol

Synonyms:METHYL 3-(HYDROXYMETHYL)-5-METHOXYBENZOATE;367519-84-4;MFCD11044548;METHYL3-(HYDROXYMETHYL)-5-METHOXYBENZOATE;3-hydroxymethyl-5-methoxy-benzoic acid methyl ester;SCHEMBL2255610;AMY7510;DTXSID60573088;HZMFUMLFHICVSP-UHFFFAOYSA-N;FD7261;AKOS006306830;CS-W003754;SY026767;A874289

Chemical Property of Methyl 3-(hydroxymethyl)-5-methoxybenzoate

Chemical Property:

• PSA: 55.76000
• LogP: 0.97410
• Storage Temp.: 2-8°C
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 196.07355886
• Heavy Atom Count: 14
• Complexity: 193

Purity/Quality:

97% ^*data from raw suppliers

Methyl3-(hydroxymethyl)-5-methoxybenzoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC(=CC(=C1)C(=O)OC)CO

Technology Process of Methyl 3-(hydroxymethyl)-5-methoxybenzoate

There total 5 articles about Methyl 3-(hydroxymethyl)-5-methoxybenzoate 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%

5-methoxy-isophthalic acid monomethyl ester (71590-08-4) → 3-hydroxymethyl-5-methoxy-benzoic acid methyl ester (367519-84-4)

Guidance literature:

With borane-THF; In tetrahydrofuran; at 0 - 20 ℃; for 1h;

Reference yield: 68.0%

dimethyl 5-methoxyisophthalate (20319-44-2) → 3-hydroxymethyl-5-methoxy-benzoic acid methyl ester (367519-84-4)

Guidance literature:

With diisobutylaluminium hydride; In tetrahydrofuran; at 20 ℃;

Reference yield:

Dimethyl 5-hydroxyisophthalate (13036-02-7) → 3-hydroxymethyl-5-methoxy-benzoic acid methyl ester (367519-84-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 95 percent / K₂CO₃ / acetone / Heating

2: 83 percent / 85 percent KOH / methanol; tetrahydrofuran / 6 h / Heating

3: 90 percent / BH₃*(CH₃)2S / tetrahydrofuran / 0 - 60 °C

With potassium hydroxide; dimethylsulfide borane complex; potassium carbonate; In tetrahydrofuran; methanol; acetone;

DOI:10.1081/SCC-100104344

upstream raw materials:

5-methoxy-isophthalic acid monomethyl ester

Dimethyl 5-hydroxyisophthalate

dimethyl 5-methoxyisophthalate

5-Hydroxyisophthalic acid

Downstream raw materials:

methyl 5-formyl-3-methoxybenzoate

3-methanesulfonyloxymethyl-5-methoxy-benzoic acid methyl ester

5-formyl-3-methoxybenzoic acid

methyl 5-methoxy-3-((tert-butyldimethylsilyl)oxymethyl)benzoate