2-Hydroxy-5-Methoxybenzeneethanol

Base Information

• Chemical Name: 2-Hydroxy-5-Methoxybenzeneethanol
• CAS No.: 2503-23-3
• Molecular Formula: C₉H₁₂O₃
• Molecular Weight: 168.192
• Mol file: 2503-23-3.mol

Synonyms:2-(2-hydroxy-5-methoxyphenyl)ethanol

Chemical Property of 2-Hydroxy-5-Methoxybenzeneethanol

Chemical Property:

• Melting Point: 88-89 °C(Solv: ethyl ether (60-29-7); ligroine (8032-32-4))
• Boiling Point: 329.2±27.0 °C(Predicted)
• PKA: 10.59±0.43(Predicted)
• Density: 1.182±0.06 g/cm3(Predicted)

Purity/Quality:

99% ^*data from raw suppliers

2-Hydroxy-5-methoxybenzeneethanol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: 2-Hydroxy-5-methoxybenzeneethanol, is used for the synthesis of Dihydrobenzofurans, which are the key structural elements of neolignans.

Technology Process of 2-Hydroxy-5-Methoxybenzeneethanol

There total 8 articles about 2-Hydroxy-5-Methoxybenzeneethanol 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: 6.0%

2-(2,5-dimethoxyphenyl)ethanol (7417-19-8) → 2-(2-hydroxy-5-methoxyphenyl)ethanol (2503-23-3) + 2-(5-hydroxy-2-methoxyphenyl)ethanol (2503-22-2)

Guidance literature:

With sodium thioethylate; In N,N-dimethyl-formamide; at 115 - 120 ℃; for 16h;

DOI:10.1021/jo00382a018

Reference yield:

2-[2-(tert-butyl-dimethyl-silanyloxy)-5-methoxy-phenyl]-ethanol (783332-86-5) → 2-(2-hydroxy-5-methoxyphenyl)ethanol (2503-23-3)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; dichloromethane; at 0 - 20 ℃; for 1h;

DOI:10.1021/jo000696e

Reference yield:

allyl (4-methoxyphenyl) ether (13391-35-0) → 2-(2-hydroxy-5-methoxyphenyl)ethanol (2503-23-3)

Guidance literature:

Multi-step reaction with 4 steps

1.1: N,N-diethylaniline / 4 h / Heating

2.1: triethylamine / CH₂Cl₂ / 0 - 20 °C

3.1: OsO₄; NaIO₄ / diethyl ether; acetone; H₂O / 8 h

3.2: sodium borohydride / methanol / 0.5 h / 0 °C

4.1: 0.183 g / tetra-n-butylammonium fluoride / CH₂Cl₂; tetrahydrofuran / 1 h / 0 - 20 °C

With sodium periodate; osmium(VIII) oxide; tetrabutyl ammonium fluoride; triethylamine; N,N-diethylaniline; In tetrahydrofuran; diethyl ether; dichloromethane; water; acetone; 1.1: Claisen rearrangement;

DOI:10.1021/jo000696e

upstream raw materials:

5-methoxybenzofuran-2(3H)-one

2-(2,5-dimethoxyphenyl)ethanol

2-[2-(tert-butyl-dimethyl-silanyloxy)-5-methoxy-phenyl]-ethanol

allyl (4-methoxyphenyl) ether

Downstream raw materials:

2-(2'-hydroxyethyl)-1,4-benzoquinone

2,3-dihydrobenzofuran-5-ol

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