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

Base Information

• Chemical Name: 2-[2-(2-Bromo-4-methoxyphenyl)ethyl]-3,3-dimethyl-1-methylenecyclohexane
• CAS No.: 198631-12-8
• Molecular Formula: C₁₈H₂₅BrO
• Molecular Weight: 337.3
• Mol file: 198631-12-8.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 10 articles about 2-[2-(2-Bromo-4-methoxyphenyl)ethyl]-3,3-dimethyl-1-methylenecyclohexane 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%

Methyltriphenylphosphonium bromide (1779-49-3) + 2-<2-(2-Bromo-4-methoxyphenyl)ethyl>-3,3-dimethylcyclohexanone (192635-66-8) → 2-[2-(2-Bromo-4-methoxyphenyl)ethyl]-3,3-dimethyl-1-methylenecyclohexane (198631-12-8)

Guidance literature:

With sodium tert-pentoxide; In toluene; 1.) 25 deg C, 20 min, 2.) reflux, 2 h;

Reference yield:

3-bromo-4-methylanisole (36942-56-0) → 2-[2-(2-Bromo-4-methoxyphenyl)ethyl]-3,3-dimethyl-1-methylenecyclohexane (198631-12-8)

Guidance literature:

Multi-step reaction with 10 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

10: 90 percent / sodium 2,2-dimethylpropanolate / toluene / 1.) 25 deg C, 20 min, 2.) reflux, 2 h

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

Reference yield:

2-bromo-1-(bromomethyl)-4-methoxybenzene (54788-18-0) → 2-[2-(2-Bromo-4-methoxyphenyl)ethyl]-3,3-dimethyl-1-methylenecyclohexane (198631-12-8)

Guidance literature:

Multi-step reaction with 9 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

9: 90 percent / sodium 2,2-dimethylpropanolate / toluene / 1.) 25 deg C, 20 min, 2.) reflux, 2 h

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

upstream raw materials:

Methyltriphenylphosphonium bromide

2-<2-(2-Bromo-4-methoxyphenyl)ethyl>-3,3-dimethylcyclohexanone

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

12-methoxy-5β-podocarpa-8,11,13-triene

1,2,3,4,4a,9,10,10a-Octahydro-6-methoxy-1,1,4a-trimethylphenanthrene