7-Methoxy-6-(3,3-dimethyloxiranylmethyl)-2H-1-benzopyran-2-one

Base Information

• Chemical Name: 7-Methoxy-6-(3,3-dimethyloxiranylmethyl)-2H-1-benzopyran-2-one
• CAS No.: 38409-28-8
• Molecular Formula: C15H16O4
• Molecular Weight: 260.28500
• Mol file: 38409-28-8.mol

Synonyms:6-(3,3-dimethyl-oxiranylmethyl)-7-methoxy-chromen-2-one;6-(2,3-Epoxy-3-methyl-butyl)-7-methoxy-cumarin;Suberosin epoxide;2H-1-Benzopyran-2-one,6-[(3,3-dimethyloxiranyl)methyl]-7-methoxy;(+)-epoxysuberosin;6-(2,3-epoxy-3-methyl-butyl)-7-methoxy-coumarin;(R)-(+)-2',3'-epoxysuberosin;

Chemical Property of 7-Methoxy-6-(3,3-dimethyloxiranylmethyl)-2H-1-benzopyran-2-one

Chemical Property:

• Boiling Point: 411.2±45.0 °C(Predicted)
• PSA: 51.97000
• Density: 1.223±0.06 g/cm3(Predicted)
• LogP: 2.52150

Purity/Quality:

Suberosin epoxide ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 7-Methoxy-6-(3,3-dimethyloxiranylmethyl)-2H-1-benzopyran-2-one

There total 8 articles about 7-Methoxy-6-(3,3-dimethyloxiranylmethyl)-2H-1-benzopyran-2-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: 89.0%

suberosin (581-31-7) → suberosin epoxide (38409-28-8,80368-68-9)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 20 ℃; for 0.5h;

DOI:10.1016/S0040-4039(01)01355-7

Reference yield:

2-Hydroxy-4-methoxybenzaldehyde (673-22-3) → suberosin epoxide (38409-28-8,80368-68-9)

Guidance literature:

Multi-step reaction with 4 steps

1: 80 percent / K₂CO₃ / acetone / 1.5 h / Heating

2: 98 percent / NaH / tetrahydrofuran / 0.75 h / -30 °C

3: 81 percent / various solvent(s) / 4 h / Heating

4: 89 percent / mCPBA / CH₂Cl₂ / 0.5 h / 20 °C

With sodium hydride; potassium carbonate; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; dichloromethane; acetone; 1: Williamson reaction / 3: sequential <3,3> Claisen-Cope rearrangement;

DOI:10.1016/S0040-4039(01)01355-7

Reference yield:

4-methoxy-2-(3-methylbut-2-enyloxy)benzaldehyde (37761-51-6) → suberosin epoxide (38409-28-8,80368-68-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 98 percent / NaH / tetrahydrofuran / 0.75 h / -30 °C

2: 81 percent / various solvent(s) / 4 h / Heating

3: 89 percent / mCPBA / CH₂Cl₂ / 0.5 h / 20 °C

With sodium hydride; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; dichloromethane; 2: sequential <3,3> Claisen-Cope rearrangement;

DOI:10.1016/S0040-4039(01)01355-7

upstream raw materials:

monoperoxyphthalic acid

diethyl ether

suberosin

2-Hydroxy-4-methoxybenzaldehyde

Refernces