2-Hydroxymethyl-2-methyl-2,3-dihydrobenzofuran

Base Information

• Chemical Name: 2-Hydroxymethyl-2-methyl-2,3-dihydrobenzofuran
• CAS No.: 53839-34-2
• Molecular Formula: C10H10O2
• Molecular Weight: 162.188
• Hs Code.: 2932999099
• DSSTox Substance ID: DTXSID00607831
• Mol file: 53839-34-2.mol

Synonyms:3-Benzofuranmethanol, 2-methyl-;2-hydroxymethyl-2-methyl-2,3-dihydrobenzofuran;SCHEMBL10974562;DTXSID00607831;GAJXHYVWKPJQDT-UHFFFAOYSA-N;DB-324482;(2-Methyl-2,3-dihydro-1-benzofuran-2-yl)methanol

Chemical Property of 2-Hydroxymethyl-2-methyl-2,3-dihydrobenzofuran

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: 1.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 164.083729621
• Heavy Atom Count: 12
• Complexity: 169

Purity/Quality:

99% ^*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(CC2=CC=CC=C2O1)CO

Technology Process of 2-Hydroxymethyl-2-methyl-2,3-dihydrobenzofuran

There total 3 articles about 2-Hydroxymethyl-2-methyl-2,3-dihydrobenzofuran 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