2-Hepten-4-one, 6-(2-hydroxy-4-methylphenyl)-2-methyl-

Base Information

• Chemical Name: 2-Hepten-4-one, 6-(2-hydroxy-4-methylphenyl)-2-methyl-
• CAS No.: 131651-38-2
• Molecular Formula: C15H20 O2
• Molecular Weight: 232.323
• DSSTox Substance ID: DTXSID20449715
• Wikidata: Q82269232
• Metabolomics Workbench ID: 47827
• Mol file: 131651-38-2.mol

Synonyms:2-Hepten-4-one, 6-(2-hydroxy-4-methylphenyl)-2-methyl-;6-(2-Hydroxy-4-methylphenyl)-2-methyl-2-hepten-4-one;turmeronol B

Chemical Property of 2-Hepten-4-one, 6-(2-hydroxy-4-methylphenyl)-2-methyl-

Chemical Property:

• PSA: 37.30000
• LogP: 3.72950
• XLogP3: 3.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 232.146329876
• Heavy Atom Count: 17
• Complexity: 289

Purity/Quality:

97.5% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=C(C=C1)C(C)CC(=O)C=C(C)C)O

Technology Process of 2-Hepten-4-one, 6-(2-hydroxy-4-methylphenyl)-2-methyl-

There total 17 articles about 2-Hepten-4-one, 6-(2-hydroxy-4-methylphenyl)-2-methyl- 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: 69.0%

2-methylpropen-1-ylmagnesium bromide (38614-36-7) + 3-(2-hydroxy-4-methyl-phenyl)-N-methoxy-N-methyl-butyramide (246037-80-9) → (S)-6-(2-hydroxy-4-methylphenyl)-2-methylhept-2-en-4-one (131651-38-2)

Guidance literature:

In tetrahydrofuran;

DOI:10.1248/cpb.47.1053

Reference yield: 15.0%

(+)-(S)-ar-turmerone (532-65-0) → (S)-6-(2-hydroxy-4-methylphenyl)-2-methylhept-2-en-4-one (131651-38-2) + (S)-turmeronol A (131651-37-1)

Guidance literature:

With 1,1,1,3',3',3'-hexafluoro-propanol; Phthaloyl dichloride; at 50 ℃; for 48h;

DOI:10.1021/acs.joc.9b01298

Reference yield:

(S)-3-(2-methoxy-4-methylphenyl)butanoic acid (246037-79-6) → (S)-6-(2-hydroxy-4-methylphenyl)-2-methylhept-2-en-4-one (131651-38-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 99 percent / BBr₃ / CH₂Cl₂

2: 71 percent / Et₃N / dimethylformamide

3: 69 percent / tetrahydrofuran

With boron tribromide; triethylamine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; 1: Cyclization / 2: Condensation / 3: Substitution;

DOI:10.1248/cpb.47.1053

upstream raw materials:

2-methylpropen-1-ylmagnesium bromide

3-(2-hydroxy-4-methyl-phenyl)-N-methoxy-N-methyl-butyramide

(S)-3-(2-methoxy-4-methylphenyl)butanoic acid

(R)-2-(2-methoxy-4-methylphenyl)propan-1-ol