5-chloro-6-hydroxy-4,5-dimethoxy-6-(phenylethynyl)-2,4-cyclohexadienone

Base Information

• Chemical Name: 5-chloro-6-hydroxy-4,5-dimethoxy-6-(phenylethynyl)-2,4-cyclohexadienone
• CAS No.: 108213-20-3
• Molecular Formula: C₁₆H₁₃BrO₄
• Molecular Weight: 349.181

Synonyms:5-chloro-6-hydroxy-4,5-dimethoxy-6-(phenylethynyl)-2,4-cyclohexadienone

Chemical Property of 5-chloro-6-hydroxy-4,5-dimethoxy-6-(phenylethynyl)-2,4-cyclohexadienone

Chemical Property:

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Technology Process of 5-chloro-6-hydroxy-4,5-dimethoxy-6-(phenylethynyl)-2,4-cyclohexadienone

There total 1 articles about 5-chloro-6-hydroxy-4,5-dimethoxy-6-(phenylethynyl)-2,4-cyclohexadienone 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:

3-bromo-4,5-dimethoxy-3,5-cyclohexadiene-1,2-dione (108232-95-7) + phenylacetylene (536-74-3) → 5-chloro-6-hydroxy-4,5-dimethoxy-6-(phenylethynyl)-2,4-cyclohexadienone (108213-20-3)

Guidance literature:

With n-butyllithium; Yield given. Multistep reaction; 1.) THF, hexane, -78 deg C, 30 min, 2.) THF, hexane, -78 deg C, 1 h;

DOI:10.1021/jo00388a035

Reference yield: 84.0%

5-chloro-6-hydroxy-4,5-dimethoxy-6-(phenylethynyl)-2,4-cyclohexadienone (108213-20-3) → 3-bromo-5-methoxy-2-(phenylethynyl)-2,5-cyclohexadiene-1,4-dione (108213-22-5)

Guidance literature:

With trifluoroacetic acid; trifluoroacetic anhydride; In toluene; at 65 ℃; for 1h;

DOI:10.1021/jo00388a035

Reference yield: 61.0%

5-chloro-6-hydroxy-4,5-dimethoxy-6-(phenylethynyl)-2,4-cyclohexadienone (108213-20-3) → 3-bromo-2-hydroxy-4,5-dimethoxy-2-(phenylethenyl)-3,5-cyclohexadienone (108213-85-0)

Guidance literature:

With quinoline; hydrogen; Pd-BaSO₄; In ethyl acetate; for 3h;

DOI:10.1021/jo00388a035

upstream raw materials:

3-bromo-4,5-dimethoxy-3,5-cyclohexadiene-1,2-dione

phenylacetylene

Downstream raw materials:

3-bromo-5-methoxy-2-(phenylethynyl)-2,5-cyclohexadiene-1,4-dione

3-bromo-2-hydroxy-4,5-dimethoxy-2-(phenylethenyl)-3,5-cyclohexadienone

3-bromo-4,5-dimethoxy-1-phenylbenzofuran

3-bromo-2-hydroxy-4,5-dimethoxy-2-(2-phenyloxiran-1-yl)-3,5-cyclohexadien-1-one

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