1-[2,4-Dihydroxy-3,5-bis(3-methylbut-2-enyl)phenyl]ethanone

Base Information

• Chemical Name: 1-[2,4-Dihydroxy-3,5-bis(3-methylbut-2-enyl)phenyl]ethanone
• CAS No.: 24672-82-0
• Molecular Formula: C18H24O3
• Molecular Weight: 288.387
• DSSTox Substance ID: DTXSID90358562
• Nikkaji Number: J1.342.849B
• ChEMBL ID: CHEMBL1471835
• Mol file: 24672-82-0.mol

Synonyms:MLS000541218;1-[2,4-dihydroxy-3,5-bis(3-methylbut-2-enyl)phenyl]ethanone;24672-82-0;SCHEMBL4104687;CHEMBL1471835;REGID_for_CID_902168;DTXSID90358562;HMS2308M23;SMR000162132;1-[2,4-dihydroxy-3,5-bis(3-methyl-2-butenyl)phenyl]ethanone

Chemical Property of 1-[2,4-Dihydroxy-3,5-bis(3-methylbut-2-enyl)phenyl]ethanone

Chemical Property:

• Melting Point: 117°C
• PSA: 57.53000
• LogP: 4.31780
• XLogP3: 5.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 288.17254462
• Heavy Atom Count: 21
• Complexity: 414

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=CCC1=CC(=C(C(=C1O)CC=C(C)C)O)C(=O)C)C

Technology Process of 1-[2,4-Dihydroxy-3,5-bis(3-methylbut-2-enyl)phenyl]ethanone

There total 5 articles about 1-[2,4-Dihydroxy-3,5-bis(3-methylbut-2-enyl)phenyl]ethanone 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: 27.0%

2',4'-dihydroxy-4-acetophenone (89-84-9) + 2-methyl-3-buten-2-ol (115-18-4) → 5-C-prenylresacetophenone (28437-37-8) + 2,4-Dihydroxy-3-C-prenylacetophenone (19825-40-2) + 1-[2,4-dihydroxy-3,5-bis-(3-methyl-but-2-enyl)-phenyl]-ethanone (24672-82-0)

Guidance literature:

With boron trifluoride diethyl etherate; In 1,4-dioxane; at 20 ℃; for 1h; Inert atmosphere;

DOI:10.1021/jm300588j

Reference yield: 19.0%

2',4'-dihydroxy-4-acetophenone (89-84-9) + 2-methyl-3-buten-2-ol (115-18-4) → 1-(7-hydroxy-2,2-dimethylchroman-6-yl)ethanone (31273-58-2) + 5-C-prenylresacetophenone (28437-37-8) + 2,4-Dihydroxy-3-C-prenylacetophenone (19825-40-2) + 1-[2,4-dihydroxy-3,5-bis-(3-methyl-but-2-enyl)-phenyl]-ethanone (24672-82-0)

Guidance literature:

With boron trifluoride diethyl etherate; In 1,4-dioxane; at 50 ℃; for 2h; Inert atmosphere;

DOI:10.1002/ejoc.201201063

Reference yield: 12.0%

2',4'-dihydroxy-4-acetophenone (89-84-9) + prenyl bromide (870-63-3) → 5-C-prenylresacetophenone (28437-37-8) + 2,4-Dihydroxy-3-C-prenylacetophenone (19825-40-2) + 1-[2-hydroxy-4-(3-methylbut-2-enyloxy)phenyl]ethanone (24672-83-1) + 1-[2,4-dihydroxy-3,5-bis-(3-methyl-but-2-enyl)-phenyl]-ethanone (24672-82-0)

Guidance literature:

With potassium hydroxide; In water; at 20 ℃; Inert atmosphere;

DOI:10.1002/ejoc.201201063

upstream raw materials:

2',4'-dihydroxy-4-acetophenone

prenyl bromide

2-methyl-3-buten-2-ol

Downstream raw materials:

2',4'-dihydroxy-2,4-dimethoxy-3',5'-bis(3-methylbut-2-enyl)chalcone

2-hydroxy-3,5-bis(3,3-dimethylallyl)-4-methoxymethyloxyacetophenone

1-[2,4-dihydroxy-3,5-bis(3-methylbut-2-enyl)phenyl]-3-pyridin-3-ylpropenone

3-(2,4-dichlorophenyl)-1-[2,4-dihydroxy-3,5-bis(3-methylbut-2-enyl)phenyl]propenone