Ethyl 3-(o-bromobenzyl)-2-methyl-4-oxocyclohex-2-enecarboxylate

Base Information

• Chemical Name: Ethyl 3-(o-bromobenzyl)-2-methyl-4-oxocyclohex-2-enecarboxylate
• CAS No.: 138616-61-2
• Molecular Formula: C₁₇H₁₉BrO₃
• Molecular Weight: 351.24
• Mol file: 138616-61-2.mol

Synonyms:Ethyl 3-(o-bromobenzyl)-2-methyl-4-oxocyclohex-2-enecarboxylate

Chemical Property of Ethyl 3-(o-bromobenzyl)-2-methyl-4-oxocyclohex-2-enecarboxylate

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

Useful:

Technology Process of Ethyl 3-(o-bromobenzyl)-2-methyl-4-oxocyclohex-2-enecarboxylate

There total 1 articles about Ethyl 3-(o-bromobenzyl)-2-methyl-4-oxocyclohex-2-enecarboxylate 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: 62.0%

4-carbethoxy-3-methyl-2-cyclohexen-1-one (487-51-4) + 1-Bromo-2-bromomethyl-benzene (3433-80-5) → Ethyl 3-(o-bromobenzyl)-2-methyl-4-oxocyclohex-2-enecarboxylate (138616-61-2)

Guidance literature:

With potassium tert-butylate; In tert-butyl alcohol; for 16h; Heating;

DOI:10.1021/jo00089a009

Reference yield: 71.0%

Ethyl 3-(o-bromobenzyl)-2-methyl-4-oxocyclohex-2-enecarboxylate (138616-61-2) → 2-(o-Bromobenzyl)-3-methylcyclohex-2-en-1-one (138616-62-3)

Guidance literature:

With potassium hydroxide; In ethanol; for 14h; Heating;

DOI:10.1021/jo00089a009

Reference yield:

Ethyl 3-(o-bromobenzyl)-2-methyl-4-oxocyclohex-2-enecarboxylate (138616-61-2) → 2-(o-Bromobenzyl)-3,3-dimethyl-1-methylenecyclohexane (138616-67-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 71 percent / KOH / aq. ethanol / 14 h / Heating

2: 1.) CuLi, BF₃*Et₂O, 2.) BF₃*Et₂O / 1.) Et₂O, -50 deg C, 5 min, 2.) Et₂O, -30 deg C, 1.25 h

3: 92 percent / t-C₅H₁₁ONa / toluene / 80 °C

With potassium hydroxide; LiCu; boron trifluoride diethyl etherate; sodium tert-pentoxide; In ethanol; toluene;

DOI:10.1021/jo00089a009

upstream raw materials:

4-carbethoxy-3-methyl-2-cyclohexen-1-one

1-Bromo-2-bromomethyl-benzene

Downstream raw materials:

2-(o-Bromobenzyl)-3-methylcyclohex-2-en-1-one

2-(o-Bromobenzyl)-3,3-dimethyl-1-methylenecyclohexane

2-(o-Bromobenzyl)-3,3-dimethylcyclohexan-1-one

Methyl 2-(o-bromobenzyl)-3-methyl-1-oxocyclohexane-3-carboxylate