2H-1-Benzopyran-2-one, 7-methoxy-8-[(3-methyl-2-butenyl)oxy]-

Base Information

• Chemical Name: 2H-1-Benzopyran-2-one, 7-methoxy-8-[(3-methyl-2-butenyl)oxy]-
• CAS No.: 76474-93-6
• Molecular Formula: C15H16O4
• Molecular Weight: 260.29
• DSSTox Substance ID: DTXSID10428998
• Nikkaji Number: J1.489.617A
• Wikidata: Q72490405
• Mol file: 76474-93-6.mol

Synonyms:76474-93-6;2H-1-Benzopyran-2-one, 7-methoxy-8-[(3-methyl-2-butenyl)oxy]-;DTXSID10428998;AKOS015969720;7-Methoxy-8-(3-methyl-2-butenyloxy)-2H-1-benzopyran-2-one

Chemical Property of 2H-1-Benzopyran-2-one, 7-methoxy-8-[(3-methyl-2-butenyl)oxy]-

Chemical Property:

• PSA: 48.67000
• Density: 1.159
• LogP: 3.14660
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 260.10485899
• Heavy Atom Count: 19
• Complexity: 382

Purity/Quality:

98%Min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=CCOC1=C(C=CC2=C1OC(=O)C=C2)OC)C

Technology Process of 2H-1-Benzopyran-2-one, 7-methoxy-8-[(3-methyl-2-butenyl)oxy]-

There total 6 articles about 2H-1-Benzopyran-2-one, 7-methoxy-8-[(3-methyl-2-butenyl)oxy]- 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: 97.0%

8-hydroxy-7-methoxy-2H-chromen-2-one (19492-03-6) + prenyl bromide (870-63-3) → 7-methoxy-8-[(3-methyl-2-butenyl)oxy]-2H-1-benzopyran-2-one (76474-93-6)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 6.5h;

DOI:10.3987/COM-00-S(I)40

Reference yield:

prenyl bromide (870-63-3) → 7-methoxy-8-[(3-methyl-2-butenyl)oxy]-2H-1-benzopyran-2-one (76474-93-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) NaH / hexamethylphosphoric acid triamide / 1 h / Ambient temperature; 2.) 30 min

2: K₂CO₃ / acetone

With sodium hydride; potassium carbonate; In N,N,N,N,N,N-hexamethylphosphoric triamide; acetone;

DOI:10.1016/S0031-9422(00)85043-8

Reference yield:

daphnetin (486-35-1) → 7-methoxy-8-[(3-methyl-2-butenyl)oxy]-2H-1-benzopyran-2-one (76474-93-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) NaH / hexamethylphosphoric acid triamide / 1 h / Ambient temperature; 2.) 30 min

2: K₂CO₃ / acetone

With sodium hydride; potassium carbonate; In N,N,N,N,N,N-hexamethylphosphoric triamide; acetone;

DOI:10.1016/S0031-9422(00)85043-8

upstream raw materials:

8-hydroxy-7-methoxy-2H-chromen-2-one

prenyl bromide

7-hydroxy-8-(3'-methyl-2'-butenyloxy)coumarin

methyl iodide

Downstream raw materials:

daphnetin

7,8-dimethoxy-chromen-2-one

8-hydroxy-7-methoxy-2H-chromen-2-one

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