Cyclohexanone, 2-[2-(2-bromo-4-methoxyphenyl)ethyl]-3,3-dimethyl-

Base Information

• Chemical Name: Cyclohexanone, 2-[2-(2-bromo-4-methoxyphenyl)ethyl]-3,3-dimethyl-
• CAS No.: 192635-66-8
• Molecular Formula: C17H23BrO2
• Molecular Weight: 339.272
• Mol file: 192635-66-8.mol

Synonyms:

Chemical Property of Cyclohexanone, 2-[2-(2-bromo-4-methoxyphenyl)ethyl]-3,3-dimethyl-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Cyclohexanone, 2-[2-(2-bromo-4-methoxyphenyl)ethyl]-3,3-dimethyl-

There total 9 articles about Cyclohexanone, 2-[2-(2-bromo-4-methoxyphenyl)ethyl]-3,3-dimethyl- 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: 84.4%

methyllithium (917-54-4) + 2-[2-(2-Bromo-4-methoxyphenyl)ethyl]-3-methylcyclohex-2-enone (198631-02-6) → 2-<2-(2-Bromo-4-methoxyphenyl)ethyl>-3,3-dimethylcyclohexanone (192635-66-8)

Guidance literature:

With copper(l) iodide; boron trifluoride diethyl etherate; In diethyl ether; 1.) -50 deg C, 5 min, 2.) -30 deg C, 75 min;

Reference yield:

3-bromo-4-methylanisole (36942-56-0) → 2-<2-(2-Bromo-4-methoxyphenyl)ethyl>-3,3-dimethylcyclohexanone (192635-66-8)

Guidance literature:

Multi-step reaction with 9 steps

1: 75 percent / Br₂, (PhCO₂)2 / CCl₄ / 1 h / Heating

2: dimethylsulfoxide / 0.75 h / Ambient temperature

3: aq. KOH / ethanol

4: conc. H₂SO₄ / Heating

5: 90.5 percent / LiAlH₄ / diethyl ether / 2 h / 25 - 30 °C

6: PBr₃ / benzene

7: 62 percent / t-BuOK / 2-methyl-propan-2-ol

8: 79 percent / aq. KOH / ethanol / 14 h / Heating

9: 84.4 percent / CuI, BF₃*Et₂O / diethyl ether / 1.) -50 deg C, 5 min, 2.) -30 deg C, 75 min

With potassium hydroxide; copper(l) iodide; lithium aluminium tetrahydride; sulfuric acid; boron trifluoride diethyl etherate; potassium tert-butylate; bromine; phosphorus tribromide; dibenzoyl peroxide; In tetrachloromethane; diethyl ether; ethanol; dimethyl sulfoxide; tert-butyl alcohol; benzene;

Reference yield:

2-bromo-1-(bromomethyl)-4-methoxybenzene (54788-18-0) → 2-<2-(2-Bromo-4-methoxyphenyl)ethyl>-3,3-dimethylcyclohexanone (192635-66-8)

Guidance literature:

Multi-step reaction with 8 steps

1: dimethylsulfoxide / 0.75 h / Ambient temperature

2: aq. KOH / ethanol

3: conc. H₂SO₄ / Heating

4: 90.5 percent / LiAlH₄ / diethyl ether / 2 h / 25 - 30 °C

5: PBr₃ / benzene

6: 62 percent / t-BuOK / 2-methyl-propan-2-ol

7: 79 percent / aq. KOH / ethanol / 14 h / Heating

8: 84.4 percent / CuI, BF₃*Et₂O / diethyl ether / 1.) -50 deg C, 5 min, 2.) -30 deg C, 75 min

With potassium hydroxide; copper(l) iodide; lithium aluminium tetrahydride; sulfuric acid; boron trifluoride diethyl etherate; potassium tert-butylate; phosphorus tribromide; In diethyl ether; ethanol; dimethyl sulfoxide; tert-butyl alcohol; benzene;

upstream raw materials:

methyllithium

2-[2-(2-Bromo-4-methoxyphenyl)ethyl]-3-methylcyclohex-2-enone

3-bromo-4-methylanisole

2-bromo-1-(bromomethyl)-4-methoxybenzene

Downstream raw materials:

2-(4-methoxyphenethyl)-3,3-dimethyl-1-methylenecyclohexane

1-(p-methoxyphenylethyl)-2,6,6-trimethylcyclohex-1-ene

2-[2-(2-Bromo-4-methoxyphenyl)ethyl]-3,3-dimethyl-1-methylenecyclohexane