1,3-Dibromo-2-hydroxy-6-methyl-4-oxo-cyclohex-2-enecarboxylic acid methyl ester

Base Information

• Chemical Name: 1,3-Dibromo-2-hydroxy-6-methyl-4-oxo-cyclohex-2-enecarboxylic acid methyl ester
• CAS No.: 105450-80-4
• Molecular Formula: C₉H₁₀Br₂O₄
• Molecular Weight: 341.984
• Mol file: 105450-80-4.mol

Synonyms:1,3-Dibromo-2-hydroxy-6-methyl-4-oxo-cyclohex-2-enecarboxylic acid methyl ester

Chemical Property of 1,3-Dibromo-2-hydroxy-6-methyl-4-oxo-cyclohex-2-enecarboxylic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of 1,3-Dibromo-2-hydroxy-6-methyl-4-oxo-cyclohex-2-enecarboxylic acid methyl ester

There total 2 articles about 1,3-Dibromo-2-hydroxy-6-methyl-4-oxo-cyclohex-2-enecarboxylic acid methyl ester 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: 71.0%

methyl 2-hydroxy-6-methyl-4-oxocyclohex-2-enecarboxylate (39493-30-6) → 1,3-Dibromo-2-hydroxy-6-methyl-4-oxo-cyclohex-2-enecarboxylic acid methyl ester (105450-80-4)

Guidance literature:

With bromine; sodium hydride; In tetrahydrofuran; Ambient temperature;

DOI:10.1016/S0040-4039(00)84050-2

Reference yield:

trans-3-penten-2-one (3102-33-8) → 1,3-Dibromo-2-hydroxy-6-methyl-4-oxo-cyclohex-2-enecarboxylic acid methyl ester (105450-80-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 88 percent / NaOMe / methanol / Heating

2: 71 percent / NaH, Br₂ / tetrahydrofuran / Ambient temperature

With bromine; sodium methylate; sodium hydride; In tetrahydrofuran; methanol;

DOI:10.1016/S0040-4039(00)84050-2

Reference yield: 42.0%

1,3-Dibromo-2-hydroxy-6-methyl-4-oxo-cyclohex-2-enecarboxylic acid methyl ester (105450-80-4) → 2,4-dihydroxy-3-bromo-6-methyl-benzoic acid methyl ester (58106-55-1)

Guidance literature:

In acetic acid; at 100 ℃;

DOI:10.1016/S0040-4039(00)84050-2

upstream raw materials:

methyl 2-hydroxy-6-methyl-4-oxocyclohex-2-enecarboxylate

trans-3-penten-2-one

Downstream raw materials:

2,4-dihydroxy-3-bromo-6-methyl-benzoic acid methyl ester