Tetrahydro-4-(4-methoxyphenyl)-2-furanol

Base Information

• Chemical Name: Tetrahydro-4-(4-methoxyphenyl)-2-furanol
• CAS No.: 128372-49-6
• Molecular Formula: C₁₁H₁₄O₃
• Molecular Weight: 194.23
• DSSTox Substance ID: DTXSID201277428
• Nikkaji Number: J2.639.602F
• Mol file: 128372-49-6.mol

Synonyms:DTXSID201277428;128372-49-6;Tetrahydro-4-(4-methoxyphenyl)-2-furanol

Chemical Property of Tetrahydro-4-(4-methoxyphenyl)-2-furanol

Chemical Property:

• XLogP3: 1.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 194.094294304
• Heavy Atom Count: 14
• Complexity: 175

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)C2CC(OC2)O

Technology Process of Tetrahydro-4-(4-methoxyphenyl)-2-furanol

There total 4 articles about Tetrahydro-4-(4-methoxyphenyl)-2-furanol 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%

1,4-butenediol (6117-80-2) + para-iodoanisole (696-62-8) → 4-(4-Methoxy-phenyl)-tetrahydro-furan-2-ol (128372-49-6)

Guidance literature:

With tetrabutyl-ammonium chloride; potassium carbonate; palladium diacetate; In N,N-dimethyl-formamide; at 60 ℃; for 1h; Mechanism; other substrates;

DOI:10.1016/S0040-4020(01)86427-9

Reference yield: 75.0%

4-methoxyphenylboronic acid (5720-07-0) + trans-4-hydroxy-2-butenal (29343-64-4,122093-66-7,18445-71-1) → 4-(4-Methoxy-phenyl)-tetrahydro-furan-2-ol (128372-49-6)

Guidance literature:

With (2S)-2-{diphenyl[(trimethylsilyl)oxy]methyl}pyrrolidine; sodium hydroxide; In dichloromethane; water; at 20 ℃; for 36h;

DOI:10.1016/j.tetlet.2008.08.025

Reference yield:

5-(4-Methoxy-phenyl)-2,2-dimethyl-4,5-dihydro-[1,3]dioxepine (153867-11-9) → 4-(4-Methoxy-phenyl)-tetrahydro-furan-2-ol (128372-49-6)

Guidance literature:

With hydrogenchloride; In tetrahydrofuran; for 24h; Ambient temperature;

DOI:10.3987/COM-93-6499

upstream raw materials:

1,4-butenediol

para-iodoanisole

5-(4-Methoxy-phenyl)-2,2-dimethyl-4,5-dihydro-[1,3]dioxepine

4-methoxyphenylboronic acid

Downstream raw materials:

β-(4-methoxyphenyl)-γ-butyrolactone