Ethyl 4-bromo-2,2-dimethyl-3-oxo-2,3-dihydro-1H-pyrrole-1-carboxylate

Base Information

• Chemical Name: Ethyl 4-bromo-2,2-dimethyl-3-oxo-2,3-dihydro-1H-pyrrole-1-carboxylate
• CAS No.: 106556-67-6
• Molecular Formula: C₉H₁₂BrNO₃
• Molecular Weight: 262.103
• DSSTox Substance ID: DTXSID801157270
• Mol file: 106556-67-6.mol

Synonyms:106556-67-6;Ethyl 4-bromo-2,2-dimethyl-3-oxo-2,3-dihydro-1H-pyrrole-1-carboxylate;DTXSID801157270;A925027;ETHYL 4-BROMO-2,2-DIMETHYL-3-OXOPYRROLE-1-CARBOXYLATE;Ethyl 4-bromo-2,3-dihydro-2,2-dimethyl-3-oxo-1H-pyrrole-1-carboxylate;Ethyl4-bromo-2,2-dimethyl-3-oxo-2,3-dihydro-1H-pyrrole-1-carboxylate

Chemical Property of Ethyl 4-bromo-2,2-dimethyl-3-oxo-2,3-dihydro-1H-pyrrole-1-carboxylate

Chemical Property:

• XLogP3: 1.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 261.00006
• Heavy Atom Count: 14
• Complexity: 309

Purity/Quality:

97% ^*data from raw suppliers

Ethyl4-bromo-2,2-dimethyl-3-oxo-2,3-dihydro-1H-pyrrole-1-carboxylate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCOC(=O)N1C=C(C(=O)C1(C)C)Br

Technology Process of Ethyl 4-bromo-2,2-dimethyl-3-oxo-2,3-dihydro-1H-pyrrole-1-carboxylate

There total 5 articles about Ethyl 4-bromo-2,2-dimethyl-3-oxo-2,3-dihydro-1H-pyrrole-1-carboxylate 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: 87.0%

ethyl 4,4-dibromo-2,2-dimethyl-3-oxopyrrolidine-1-carboxylate (106573-90-4) → ethyl 4-bromo-2,3-dihydro-2,2-dimethyl-3-oxo-1H-pyrrole-1-carboxylate (106556-67-6)

Guidance literature:

With lithium carbonate; lithium chloride; In N,N-dimethyl-formamide; at 95 ℃; for 10h;

DOI:10.1002/hlca.19860690418

Reference yield:

2--2-methylpropionic acid (106556-63-2) → ethyl 4-bromo-2,3-dihydro-2,2-dimethyl-3-oxo-1H-pyrrole-1-carboxylate (106556-67-6)

Guidance literature:

Multi-step reaction with 5 steps

1: 65 percent / HCl / 12 h

2: 85 percent / NaHCO₃ / benzene

3: 1.) NaOEt, 2.) oxalc acid / benzene

4: 91 percent / Br₂ / CCl₄

5: 87 percent / LiCl, Li₂CO₃ / dimethylformamide / 10 h / 95 °C

With hydrogenchloride; bromine; sodium ethanolate; oxalic acid; lithium carbonate; sodium hydrogencarbonate; lithium chloride; In tetrachloromethane; N,N-dimethyl-formamide; benzene;

DOI:10.1002/hlca.19860690418

Reference yield:

methyl 2-methyl-N-(3-methoxy-3-oxopropyl)alaninate (106556-64-3) → ethyl 4-bromo-2,3-dihydro-2,2-dimethyl-3-oxo-1H-pyrrole-1-carboxylate (106556-67-6)

Guidance literature:

Multi-step reaction with 4 steps

1: 85 percent / NaHCO₃ / benzene

2: 1.) NaOEt, 2.) oxalc acid / benzene

3: 91 percent / Br₂ / CCl₄

4: 87 percent / LiCl, Li₂CO₃ / dimethylformamide / 10 h / 95 °C

With bromine; sodium ethanolate; oxalic acid; lithium carbonate; sodium hydrogencarbonate; lithium chloride; In tetrachloromethane; N,N-dimethyl-formamide; benzene;

DOI:10.1002/hlca.19860690418

upstream raw materials:

ethyl 4,4-dibromo-2,2-dimethyl-3-oxopyrrolidine-1-carboxylate

2--2-methylpropionic acid

methyl 2-methyl-N-(3-methoxy-3-oxopropyl)alaninate

ethyl 2,2-dimethyl-3-oxopyrrolidine-1-carboxylate