(2-Methyl-1-benzofuran-3-yl)methanol

Base Information

• Chemical Name: (2-Methyl-1-benzofuran-3-yl)methanol
• CAS No.: 53839-34-2
• Molecular Formula: C10H10O2
• Molecular Weight: 162.188
• Hs Code.: 2932999099
• European Community (EC) Number: 886-805-5
• Nikkaji Number: J896.050J
• Mol file: 53839-34-2.mol

Synonyms:53839-34-2;(2-methyl-1-benzofuran-3-yl)methanol;(2-Methylbenzofuran-3-yl)methanol;SCHEMBL17974165;AKOS006323920;CS-0233635;EN300-135064;Z1198320599

Chemical Property of (2-Methyl-1-benzofuran-3-yl)methanol

Chemical Property:

• Boiling Point: 203.3±7.0 °C(Predicted)
• PKA: 14.18±0.10(Predicted)
• PSA: 29.46000
• Density: 1.188±0.06 g/cm3(Predicted)
• LogP: 1.37250
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 162.068079557
• Heavy Atom Count: 12
• Complexity: 158

Purity/Quality:

99%min ^*data from raw suppliers

(2-methyl-1-benzofuran-3-yl)methanol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C2=CC=CC=C2O1)CO

Technology Process of (2-Methyl-1-benzofuran-3-yl)methanol

There total 3 articles about (2-Methyl-1-benzofuran-3-yl)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: 80.0%

(benzofuran-2-ylmethoxymethyl)-tributyl-stannane → 2-methyl-3-(hydroxymethyl)benzofuran (53839-34-2) + 2-(methoxymethyl)benzofuran (939792-77-5)

Guidance literature:

(benzofuran-2-ylmethoxymethyl)-tributyl-stannane; With methyllithium; In tetrahydrofuran; diethyl ether; at -78 ℃; for 0.5h;

With trifluoroacetic acid; In tetrahydrofuran; methanol; diethyl ether; at -78 - 20 ℃;

DOI:10.1016/j.tet.2004.09.029

Reference yield: 25.0%

formaldehyd (50-00-0,30525-89-4,61233-19-0) + Triisopropyl-(2-prop-1-ynyl-phenoxy)-silane (199010-92-9) → 2-methyl-3-(hydroxymethyl)benzofuran (53839-34-2) + 2-methylbenzofuran (4265-25-2)

Guidance literature:

With 4 A molecular sieve; tetrabutyl ammonium fluoride; In tetrahydrofuran; at 50 ℃; Yields of byproduct given;

DOI:10.1055/s-1997-999

Reference yield:

(benzofuran-2-ylmethoxymethyl)-tributyl-stannane → 2-methyl-3-(hydroxymethyl)benzofuran (53839-34-2) + 2-(methoxymethyl)benzofuran (939792-77-5) + (2-methylene-2,3-dihydro-benzofuran-3-yl)-methanol (810660-61-8)

Guidance literature:

With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.333333h;

DOI:10.1016/j.tet.2004.09.029

upstream raw materials:

formaldehyd

Triisopropyl-(2-prop-1-ynyl-phenoxy)-silane

Downstream raw materials:

(2-methyl-3-benzofuryl)methyl benzoate

Refernces

• 1、 Ito, Yasuko,Aoyama, Toyohiko,Shioiri, Takayuki. "A New Preparation of Benzofurans Utilizing Trimethylsilyldiazomethane". . p. 1163 - 1164. Retrieved 2007/10/03.