(5-methoxy-2-methylphenyl)methanol

Base Information

• Chemical Name: (5-methoxy-2-methylphenyl)methanol
• CAS No.: 73502-04-2
• Molecular Formula: C₉H₁₂O₂
• Molecular Weight: 152.193
• Mol file: 73502-04-2.mol

Synonyms:(5-methoxy-2-methylphenyl)methanol

Chemical Property of (5-methoxy-2-methylphenyl)methanol

Chemical Property:

• Storage Temp.: Sealed in dry,Room Temperature

Purity/Quality:

99% ^*data from raw suppliers

(5-Methoxy-2-methylphenyl)methanol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (5-methoxy-2-methylphenyl)methanol

There total 22 articles about (5-methoxy-2-methylphenyl)methanol 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%

methyl 5-methoxy-2-methyl-benzoate (73502-03-1) → (5-methoxy-2-methylphenyl)methanol (73502-04-2)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 - 20 ℃; for 2h; Inert atmosphere;

DOI:10.1016/j.bmcl.2016.01.067

Reference yield: 91.5%

5-methoxy-o-toluic acid (3168-59-0) → (5-methoxy-2-methylphenyl)methanol (73502-04-2)

Guidance literature:

With lithium aluminium tetrahydride; In diethyl ether; 1.) RT, 3 h, 2.) reflux, 3 h;

DOI:10.1021/jm00373a001

Reference yield:

5-hydroxy-2-iodo-benzoic acid (57772-57-3) → (5-methoxy-2-methylphenyl)methanol (73502-04-2)

Guidance literature:

Multi-step reaction with 3 steps

1.1: potassium carbonate / acetone; N,N-dimethyl-formamide / 4 h / 20 °C / Inert atmosphere

2.1: chloro-trimethyl-silane; zinc / N,N-dimethyl-formamide / 1 h / 20 °C / Inert atmosphere

2.2: 2 h / 20 °C / Inert atmosphere

3.1: lithium aluminium tetrahydride / tetrahydrofuran / 2 h / 0 - 20 °C / Inert atmosphere

With lithium aluminium tetrahydride; chloro-trimethyl-silane; potassium carbonate; zinc; In tetrahydrofuran; N,N-dimethyl-formamide; acetone; 1.1: |Negishi Coupling;

DOI:10.1016/j.bmcl.2016.01.067

upstream raw materials:

ethyl 4-methoxy-2-toluate

5-methoxy-o-toluic acid

3,4-dimethylanisole

5-methoxy-2-methylbenzaldehyde

Downstream raw materials:

methoxy-5 methyl-2 α chloro toluene

5-methoxy-2-methylbenzaldehyde

4-Methoxy-1-methyl-2-phenethyl-benzene

4-Methoxy-2-[2-(2-methoxy-phenyl)-ethyl]-1-methyl-benzene

Refernces

• 1、 Leo, Pierre-Marc,Morin, Christophe,Philouze, Christian. "Structure revision of medermycin/lactoquinomycin a and of related C-8 glycosylated naphthoquinones.". . p. 2711 - 2714. Retrieved 2007/10/03.
• 2、 Hartmann,Heindl,Schwarz,Schonenberger. "Ring-substituted 1,2-dialkylated 1,2-bis(hydroxyphenyl)ethanes. 3. Synthesis, estrogen receptor binding affinity, and evaluation of antiestrogenic and mammary tumor inhibiting activity of 2,2'-disubstituted butestrols and 6,6'-disubstituted metabutestrols". . p. 819 - 824. Retrieved 2007/10/02.