3-Methoxy-8-methyl-2-phenyl-4H-1-benzopyran-4-one

Base Information

• Chemical Name: 3-Methoxy-8-methyl-2-phenyl-4H-1-benzopyran-4-one
• CAS No.: 87165-68-2
• Molecular Formula: C17H14O3
• Molecular Weight: 266.296
• DSSTox Substance ID: DTXSID60575229
• Wikidata: Q82464534
• Mol file: 87165-68-2.mol

Synonyms:87165-68-2;3-Methoxy-8-methyl-2-phenyl-4H-chromen-4-one;3-Methoxy-8-methyl-2-phenyl-4H-1-benzopyran-4-one;SCHEMBL7374619;DTXSID60575229

Chemical Property of 3-Methoxy-8-methyl-2-phenyl-4H-1-benzopyran-4-one

Chemical Property:

• XLogP3: 3.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 266.094294304
• Heavy Atom Count: 20
• Complexity: 407

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C2C(=CC=C1)C(=O)C(=C(O2)C3=CC=CC=C3)OC

Technology Process of 3-Methoxy-8-methyl-2-phenyl-4H-1-benzopyran-4-one

There total 1 articles about 3-Methoxy-8-methyl-2-phenyl-4H-1-benzopyran-4-one 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: 96.0%

3-hydroxy-8-methyl-2-phenylchromen-4-one (87165-67-1) + dimethyl sulfate (77-78-1) → 3-methoxy-8-methyl-2-phenylchromen-4-one (87165-68-2)

Guidance literature:

With potassium carbonate; In acetone; for 8h; Heating;

DOI:10.1016/j.bmc.2005.03.007

Reference yield: 70.0%

3-methoxy-8-methyl-2-phenylchromen-4-one (87165-68-2) → 8-bromomethyl-3-methoxy-2-phenylchromen-4-one (87165-69-3)

Guidance literature:

With N-Bromosuccinimide; dibenzoyl peroxide; In tetrachloromethane; for 4h; Heating;

DOI:10.1016/j.bmc.2005.03.007

Reference yield:

3-methoxy-8-methyl-2-phenylchromen-4-one (87165-68-2) → 5-cyano-4-(3-methoxy-4-oxo-2-phenyl-4H-chromen-8-yl)-2,6-dimethyl-1,4-dihydro-pyridine-3-carboxylic acid allyl ester

Guidance literature:

Multi-step reaction with 3 steps

1: 70 percent / N-bromosuccinimide; benzoyl peroxide / CCl₄ / 4 h / Heating

2: 80 percent / hexamethylenetetramine; acetic acid / 5 h / Heating

3: 20 percent / propan-2-ol / 20 h / Heating

With N-Bromosuccinimide; hexamethylenetetramine; acetic acid; dibenzoyl peroxide; In tetrachloromethane; isopropyl alcohol; 3: Hantzsch dihydropyridine synthesis;

DOI:10.1016/j.bmc.2005.03.007

upstream raw materials:

3-hydroxy-8-methyl-2-phenylchromen-4-one

dimethyl sulfate

Downstream raw materials:

8-bromomethyl-3-methoxy-2-phenylchromen-4-one

3-methoxy-4-oxo-2-phenyl-4H-chromene-8-carbaldehyde

4-(3-methoxy-4-oxo-2-phenyl-4H-chromen-8-yl)-2,6-dimethyl-1,4-dihydro-pyridine-3,5-dicarboxylic acid dimethyl ester