2H-Pyran-2-one, 4-[(2,6-dimethylphenyl)methyl]-5,6-dihydro-3-methyl-

Base Information

• Chemical Name: 2H-Pyran-2-one, 4-[(2,6-dimethylphenyl)methyl]-5,6-dihydro-3-methyl-
• CAS No.: 94450-89-2
• Molecular Formula: C₁₅H₁₈O₂
• Molecular Weight: 230.307
• Mol file: 94450-89-2.mol

Synonyms:

Chemical Property of 2H-Pyran-2-one, 4-[(2,6-dimethylphenyl)methyl]-5,6-dihydro-3-methyl-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2H-Pyran-2-one, 4-[(2,6-dimethylphenyl)methyl]-5,6-dihydro-3-methyl-

There total 6 articles about 2H-Pyran-2-one, 4-[(2,6-dimethylphenyl)methyl]-5,6-dihydro-3-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%

3-Benzenesulfinyl-4-(2,6-dimethyl-benzyl)-3-methyl-tetrahydro-pyran-2-one (94451-12-4) → (+/-)-secocrispiolide (2-methylene-3-(2,6-dimethylbenzyl)-5-pentanolide) (94482-84-5,72776-46-6) + 3-(2,6-Dimethylbenzyl)-2-methyl-2-penten-5-olide (94450-89-2)

Guidance literature:

In benzene; Heating;

DOI:10.1246/cl.1984.1697

Reference yield:

3,4,5,6-tetrahydro-2H-pyran-2-one (542-28-9,26354-94-9) → 3-(2,6-Dimethylbenzyl)-2-methyl-2-penten-5-olide (94450-89-2)

Guidance literature:

Multi-step reaction with 7 steps

1: 1) diisopropylamine, butyllithium / 1) THF, hexane, 78 deg C, 10 min, 2) THF, HMPA, to r.t. in 10 h

2: 1.617 g / mCPBA / CH₂Cl₂ / 0.5 h

3: 98 percent / trifluoroacetic anhydride / CH₂Cl₂ / 12 h

4: Mg, 1,2-dibromoethane / 1) ether, r.t., 30 min, reflux, 10 min, 2) THF, 30 min

6: 80percent mCPBA / CH₂Cl₂ / 0.5 h

7: benzene / 0.5 h / Heating

With n-butyllithium; magnesium; ethylene dibromide; diisopropylamine; 3-chloro-benzenecarboperoxoic acid; trifluoroacetic anhydride; In dichloromethane; benzene;

DOI:10.1246/bcsj.64.1479

Reference yield:

2-(phenylthio)-5-pentanolide (89036-08-8) → 3-(2,6-Dimethylbenzyl)-2-methyl-2-penten-5-olide (94450-89-2)

Guidance literature:

Multi-step reaction with 6 steps

1: 1.617 g / mCPBA / CH₂Cl₂ / 0.5 h

2: 98 percent / trifluoroacetic anhydride / CH₂Cl₂ / 12 h

3: Mg, 1,2-dibromoethane / 1) ether, r.t., 30 min, reflux, 10 min, 2) THF, 30 min

5: 80percent mCPBA / CH₂Cl₂ / 0.5 h

6: benzene / 0.5 h / Heating

With magnesium; ethylene dibromide; 3-chloro-benzenecarboperoxoic acid; trifluoroacetic anhydride; In dichloromethane; benzene;

DOI:10.1246/bcsj.64.1479

upstream raw materials:

3-Benzenesulfinyl-4-(2,6-dimethyl-benzyl)-3-methyl-tetrahydro-pyran-2-one

3,4,5,6-tetrahydro-2H-pyran-2-one

2-(phenylthio)-5-pentanolide

2-(phenylthio)-2-penten-5-olide