(E)-1-(4-bromo-phenyl)-2-cyclohexyl-cyclopropanecarboxylic acid

Base Information

• Chemical Name: (E)-1-(4-bromo-phenyl)-2-cyclohexyl-cyclopropanecarboxylic acid
• CAS No.: 886193-39-1
• Molecular Formula: C₁₆H₁₉BrO₂
• Molecular Weight: 323.23
• Mol file: 886193-39-1.mol

Synonyms:(E)-1-(4-bromo-phenyl)-2-cyclohexyl-cyclopropanecarboxylic acid

Chemical Property of (E)-1-(4-bromo-phenyl)-2-cyclohexyl-cyclopropanecarboxylic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (E)-1-(4-bromo-phenyl)-2-cyclohexyl-cyclopropanecarboxylic acid

There total 7 articles about (E)-1-(4-bromo-phenyl)-2-cyclohexyl-cyclopropanecarboxylic acid 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: 90.0%

(E)-[1-(4-bromo-phenyl)-2-cyclohexyl-cyclopropyl]-methanol → (E)-1-(4-bromo-phenyl)-2-cyclohexyl-cyclopropanecarboxylic acid (886193-39-1)

Guidance literature:

With chromium(VI) oxide; sulfuric acid; In water; acetone; at 20 ℃; for 2h;

DOI:10.1016/j.tetlet.2006.02.110

Reference yield:

(E)-2-(4-bromo-phenyl)-3-cyclohexyl-prop-2-en-1-ol (731018-47-6) → (E)-1-(4-bromo-phenyl)-2-cyclohexyl-cyclopropanecarboxylic acid (886193-39-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 78 percent / ZnMe₂ / 1,2-dichloro-ethane / 5 h / 60 °C

2: chiral HPLC-separation

3: 90 percent / CrO₃; H₂SO₄ / acetone; H₂O / 2 h / 20 °C

With chromium(VI) oxide; sulfuric acid; dimethyl zinc(II); In water; 1,2-dichloro-ethane; acetone; 3: Jones oxidation;

DOI:10.1016/j.tetlet.2006.02.110

Reference yield:

2-(4-bromo-phenyl)-3-cyclohexyl-acrylic acid ethyl ester (731018-45-4) → (E)-1-(4-bromo-phenyl)-2-cyclohexyl-cyclopropanecarboxylic acid (886193-39-1)

Guidance literature:

Multi-step reaction with 5 steps

1.1: NaOMe / methanol / 16 h / 50 °C

1.2: 75 percent / NaOH / methanol; H₂O / 5 h / 50 °C

2.1: 86 percent / DIBAH / toluene / 16 h / -70 - 20 °C

3.1: 78 percent / ZnMe₂ / 1,2-dichloro-ethane / 5 h / 60 °C

4.1: chiral HPLC-separation

5.1: 90 percent / CrO₃; H₂SO₄ / acetone; H₂O / 2 h / 20 °C

With chromium(VI) oxide; sulfuric acid; dimethyl zinc(II); sodium methylate; diisobutylaluminium hydride; In methanol; water; 1,2-dichloro-ethane; acetone; toluene; 5.1: Jones oxidation;

DOI:10.1016/j.tetlet.2006.02.110

upstream raw materials:

(E)-2-(4-bromo-phenyl)-3-cyclohexyl-prop-2-en-1-ol

2-(4-bromo-phenyl)-3-cyclohexyl-acrylic acid ethyl ester

bromobenzene

ethyl 4-bromophenylglyoxylate

Downstream raw materials:

(1R,2S)-1-(4-Bromo-phenyl)-2-cyclohexyl-cyclopropanecarboxylic acid thiazol-2-ylamide