ethyl 1-(2-bromo-2-propenyl)-2-oxo-3-cyclohexenecarboxylate

Base Information

• Chemical Name: ethyl 1-(2-bromo-2-propenyl)-2-oxo-3-cyclohexenecarboxylate
• CAS No.: 133550-63-7
• Molecular Formula: C₁₂H₁₅BrO₃
• Molecular Weight: 287.153
• Mol file: 133550-63-7.mol

Synonyms:ethyl 1-(2-bromo-2-propenyl)-2-oxo-3-cyclohexenecarboxylate

Chemical Property of ethyl 1-(2-bromo-2-propenyl)-2-oxo-3-cyclohexenecarboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ethyl 1-(2-bromo-2-propenyl)-2-oxo-3-cyclohexenecarboxylate

There total 3 articles about ethyl 1-(2-bromo-2-propenyl)-2-oxo-3-cyclohexenecarboxylate 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: 60.0%

ethyl 3-bromo-1-(2-bromo-2-propenyl)-2-oxocyclohexanecarboxylate (133550-62-6,133578-19-5) → ethyl 1-(2-bromo-2-propenyl)-2-oxo-3-cyclohexenecarboxylate (133550-63-7)

Guidance literature:

With calcium carbonate; In N,N-dimethyl-formamide; at 120 ℃; for 18h;

DOI:10.1021/jo00009a032

Reference yield:

1-(2-bromoallyl)-2-oxocyclohexanecarboxylic acid ethyl ester (133550-61-5) → ethyl 1-(2-bromo-2-propenyl)-2-oxo-3-cyclohexenecarboxylate (133550-63-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 84 percent / CuBr₂ / tetrahydrofuran / 48 h / Ambient temperature

2: 60 percent / CaCO₃ / dimethylformamide / 18 h / 120 °C

With calcium carbonate; copper(ll) bromide; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1021/jo00009a032

Reference yield:

ethyl 2-oxocyclohexane carboxylate (1655-07-8) → ethyl 1-(2-bromo-2-propenyl)-2-oxo-3-cyclohexenecarboxylate (133550-63-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) NaH / 1.) DMF, 0 deg C, 1 h, 2.) RT, overnight

2: 84 percent / CuBr₂ / tetrahydrofuran / 48 h / Ambient temperature

3: 60 percent / CaCO₃ / dimethylformamide / 18 h / 120 °C

With sodium hydride; calcium carbonate; copper(ll) bromide; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1021/jo00009a032

upstream raw materials:

ethyl 3-bromo-1-(2-bromo-2-propenyl)-2-oxocyclohexanecarboxylate

1-(2-bromoallyl)-2-oxocyclohexanecarboxylic acid ethyl ester

ethyl 2-oxocyclohexane carboxylate

Downstream raw materials:

(1R,2S)-1-Allyl-2-hydroxy-cyclohex-3-enecarboxylic acid ethyl ester

ethyl 1-allyl-2-hydroxy-3-cyclohexenecarboxylate

(1S,2R)-1-(2-Bromo-allyl)-2-(naphthalen-1-ylcarbamoyloxy)-cyclohex-3-enecarboxylic acid ethyl ester

ethyl 1-(2-bromo-2-propenyl)-2-hydroxy-3-cyclohexenecarboxylate