5-Methoxy-2-(3-methylbut-2-en-1-yl)-3-(2-phenylethyl)phenol

Base Information

• Chemical Name: 5-Methoxy-2-(3-methylbut-2-en-1-yl)-3-(2-phenylethyl)phenol
• CAS No.: 133462-43-8
• Molecular Formula: C20H24O2
• Molecular Weight: 296.409
• DSSTox Substance ID: DTXSID60564239
• Nikkaji Number: J373.352A
• Wikidata: Q82448872
• Mol file: 133462-43-8.mol

Synonyms:133462-43-8;DTXSID60564239;5-Methoxy-2-(3-methylbut-2-en-1-yl)-3-(2-phenylethyl)phenol

Chemical Property of 5-Methoxy-2-(3-methylbut-2-en-1-yl)-3-(2-phenylethyl)phenol

Chemical Property:

• XLogP3: 5.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 6
• Exact Mass: 296.177630004
• Heavy Atom Count: 22
• Complexity: 340

Purity/Quality:

99.90% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=CCC1=C(C=C(C=C1O)OC)CCC2=CC=CC=C2)C

Technology Process of 5-Methoxy-2-(3-methylbut-2-en-1-yl)-3-(2-phenylethyl)phenol

There total 11 articles about 5-Methoxy-2-(3-methylbut-2-en-1-yl)-3-(2-phenylethyl)phenol 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: 34.4%

1,5-Dimethoxy-2-(3-methyl-but-2-enyl)-3-phenethyl-benzene (133462-73-4) → 3-hydroxy-5-methoxy-2-(3-methyl-2-butenyl) bibenzyl (133462-72-3) + 3-hydroxy-5-methoxy-2-(3-methyl-2-butenyl)bibenzyl (133462-43-8)

Guidance literature:

With sodium thioethylate; In N,N-dimethyl-formamide; at 170 - 180 ℃; for 3h;

DOI:10.1016/0031-9422(91)84129-G

Reference yield: 13.5%

1-(1,1-Dimethyl-allyloxy)-3-methoxy-5-phenethyl-benzene (133462-92-7) → 3-methoxy-2-(3-methylbut-2-enyl)-5-(1-phenylethyl)phenol (70610-10-5) + 3-hydroxy-5-methoxy-2-(3-methyl-2-butenyl)bibenzyl (133462-43-8)

Guidance literature:

With silica gel; In hexane; benzene; for 12h; Ambient temperature; or in xylene at 130 deg C, 16 h;

DOI:10.1016/0031-9422(91)84129-G

Reference yield:

3-methoxy-5-[(E)-2-phenylvinyl]phenol (35302-70-6) → 3-hydroxy-5-methoxy-2-(3-methyl-2-butenyl)bibenzyl (133462-43-8)

Guidance literature:

Multi-step reaction with 4 steps

1: 96.4 percent / H₂ / 10percent Pd-C / ethyl acetate / 2 h / Ambient temperature

2: 919.1 mg / KI, K₂CO₃ / acetone / 43 h / 80 °C

3: 84.5 percent / H₂, quinoline / Pd-BaSO₄ / ethyl acetate

4: 13.5 percent / silica gel / hexane; benzene / 12 h / Ambient temperature; or in xylene at 130 deg C, 16 h

With quinoline; hydrogen; silica gel; potassium carbonate; potassium iodide; palladium on activated charcoal; palladium on barium sulfate; In hexane; ethyl acetate; acetone; benzene;

DOI:10.1016/0031-9422(91)84129-G

upstream raw materials:

dihydropinosylvin monomethyl ether

prenyl bromide

1-(1,1-Dimethyl-allyloxy)-3-methoxy-5-phenethyl-benzene

3-hydroxy-5-methoxy-2-(3-hydroxy-3-methylbutyl)bibenzyl

Downstream raw materials:

1,5-Dimethoxy-2-(3-methyl-but-2-enyl)-3-phenethyl-benzene

2,2-dimethyl-7-hydroxy-5-(2-phenylethyl) chroman

3,5-dihydroxy-2-(2,3-epoxy-3-methylbutyl)bibenzyl

3-hydroxy-5-methoxy-2-(3-methyl-2-butenyl) bibenzyl