5-bromo-1,2-dimethyl-4-oxocyclohexa-2,5-dien-1-yl tert-butyl malonate

Base Information

• Chemical Name: 5-bromo-1,2-dimethyl-4-oxocyclohexa-2,5-dien-1-yl tert-butyl malonate
• CAS No.: 1349842-70-1
• Molecular Formula: C₁₅H₁₉BrO₅
• Molecular Weight: 359.217
• Mol file: 1349842-70-1.mol

Synonyms:5-bromo-1,2-dimethyl-4-oxocyclohexa-2,5-dien-1-yl tert-butyl malonate

Chemical Property of 5-bromo-1,2-dimethyl-4-oxocyclohexa-2,5-dien-1-yl tert-butyl malonate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-bromo-1,2-dimethyl-4-oxocyclohexa-2,5-dien-1-yl tert-butyl malonate

There total 2 articles about 5-bromo-1,2-dimethyl-4-oxocyclohexa-2,5-dien-1-yl tert-butyl malonate 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%

mono-tert-butyl malonate (40052-13-9) + 2-bromo-4-hydroxy-4,5-dimethylcyclohexa-2,5-dienone (1349842-65-4) → 5-bromo-1,2-dimethyl-4-oxocyclohexa-2,5-dien-1-yl tert-butyl malonate (1349842-70-1)

Guidance literature:

With dmap; dicyclohexyl-carbodiimide; In dichloromethane; Inert atmosphere;

DOI:10.1039/c1ob06125a

Reference yield:

2-bromo-4,5-dimethylphenol (22802-39-7) → 5-bromo-1,2-dimethyl-4-oxocyclohexa-2,5-dien-1-yl tert-butyl malonate (1349842-70-1)

Guidance literature:

Multi-step reaction with 2 steps

1: [bis(acetoxy)iodo]benzene / water; acetonitrile / 0 °C

2: dmap; dicyclohexyl-carbodiimide / dichloromethane / Inert atmosphere

With dmap; [bis(acetoxy)iodo]benzene; dicyclohexyl-carbodiimide; In dichloromethane; water; acetonitrile;

DOI:10.1039/c1ob06125a

Reference yield:

5-bromo-1,2-dimethyl-4-oxocyclohexa-2,5-dien-1-yl tert-butyl malonate (1349842-70-1) → (3SR,3aRS,7aSR)-tert-butyl 7,7a-dimethyl-2,5-dioxo-4-(p-tolylthio)-2,3,3a,4,5,7a-hexahydrobenzofuran-3-carboxylate

Guidance literature:

Multi-step reaction with 2 steps

1: caesium carbonate / acetonitrile / 20 °C / Inert atmosphere

2: toluene / 1 h / 115 °C / Inert atmosphere

With caesium carbonate; In toluene; acetonitrile;

DOI:10.1039/c1ob06125a

upstream raw materials:

mono-tert-butyl malonate

2-bromo-4-hydroxy-4,5-dimethylcyclohexa-2,5-dienone

2-bromo-4,5-dimethylphenol