ethyl 3-bromo-4-oxocyclohexanecarboxylate

Base Information

• Chemical Name: ethyl 3-bromo-4-oxocyclohexanecarboxylate
• CAS No.: 39086-05-0
• Molecular Formula: C9H13BrO3
• Molecular Weight: 249.104
• Mol file: 39086-05-0.mol

Synonyms:3-bromo-4-ketocyclohexanecarboxylic acid ethyl ester;3-bromo-4-oxocyclohexanecarboxylic acid ethyl ester;Cyclohexanecarboxylic acid,3-bromo-4-oxo-,ethyl ester;ETHYL 3-BROMO-4-OXOCYCLOHEXANECARBOXYLATE;

Chemical Property of ethyl 3-bromo-4-oxocyclohexanecarboxylate

Chemical Property:

• PSA: 43.37000
• LogP: 1.68220

Purity/Quality:

98% ^*data from raw suppliers

ETHYL 3-BROMO-4-OXOCYCLOHEXANECARBOXYLATE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Ethyl 3-Bromo-4-oxocyclohexane-1-carboxylate is a reagent in the process development of Pramipexole used in parkinson disease therapy.

Technology Process of ethyl 3-bromo-4-oxocyclohexanecarboxylate

There total 4 articles about ethyl 3-bromo-4-oxocyclohexanecarboxylate 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: 98.0%

ethyl 4-oxocyclohexane-1-carboxylate (17159-79-4) → ethyl 3-bromo-4-oxocyclohexanecarboxylate (39086-05-0)

Guidance literature:

With N-Bromosuccinimide; toluene-4-sulfonic acid; In toluene; for 2h; Reflux;

Reference yield:

Ethyl 4-hydroxybenzoate (120-47-8) → ethyl 3-bromo-4-oxocyclohexanecarboxylate (39086-05-0)

Guidance literature:

Multi-step reaction with 3 steps

1: H₂ / Ru/C / ethanol / 120 °C / 75005.9 Torr

2: CrO₃, H₂SO₄ / acetone; H₂O

3: Br₂ / diethyl ether

With chromium(VI) oxide; sulfuric acid; hydrogen; bromine; Ru-carbon; In diethyl ether; ethanol; water; acetone;

Reference yield:

4-hydroxycyclohexyl carboxylic acid ethyl ester (3618-04-0,75877-66-6,17159-80-7) → ethyl 3-bromo-4-oxocyclohexanecarboxylate (39086-05-0)

Guidance literature:

Multi-step reaction with 2 steps

1: CrO₃, H₂SO₄ / acetone; H₂O

2: Br₂ / diethyl ether

With chromium(VI) oxide; sulfuric acid; bromine; In diethyl ether; water; acetone;

upstream raw materials:

ethyl 4-oxocyclohexane-1-carboxylate

Ethyl 4-hydroxybenzoate

4-hydroxycyclohexyl carboxylic acid ethyl ester

Downstream raw materials:

2-(2-phenyl-4,5,6,7-tetrahydro-benzoxazole-6-carbonyl)cyclopropanecarboxylic acid

ethyl 2-phenyl-4,5,6,7-tetrahydrobenzo[d]oxazole-6-carboxylate

ethyl 2-amino-4,5,6,7-tetrahydrobenzo[d]thiazole-6-carboxylate

Refernces

• 1、 -. "BICYCLIC COMPOUND". Paragraph 1114. . Retrieved 2017/12/28.
• 2、 -. "FUSED THIOPHENE AND THIAZOLE DERIVATIVES AS ROR GAMMA MODULATORS". Page/Page column 94; 95. . Retrieved 2015/07/16.