3-<2-(7-methoxy-1-naphthyl)ethyl>-2-cyclohexeneone

Base Information

• Chemical Name: 3-<2-(7-methoxy-1-naphthyl)ethyl>-2-cyclohexeneone
• CAS No.: 99439-47-1
• Molecular Formula: C₁₉H₂₀O₂
• Molecular Weight: 280.367
• Mol file: 99439-47-1.mol

Synonyms:

Chemical Property of 3-<2-(7-methoxy-1-naphthyl)ethyl>-2-cyclohexeneone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-<2-(7-methoxy-1-naphthyl)ethyl>-2-cyclohexeneone

There total 7 articles about 3-<2-(7-methoxy-1-naphthyl)ethyl>-2-cyclohexeneone 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:

7-Methoxy-1-tetralone (6836-19-7) → 3-<2-(7-methoxy-1-naphthyl)ethyl>-2-cyclohexeneone (99439-47-1)

Guidance literature:

Multi-step reaction with 6 steps

1: 1.) N-isopropylcyclohexylamine, n-butyllithium / 1.) THF, hexane, -75 deg C, 15 min, 2.) THF, hexane, -78 deg C, 1.5 h

2: 81 percent / 10percent Pd/C, 1,1-diphenylethylene, 1-methylnaphthalene / 3 h / 250 - 260 °C

3: 94 percent / lithium aluminum hydride / diethyl ether / Ambient temperature

4: pyridine / 2 h

5: KBr, 18-crown-6 ether / acetone / Heating

6: 1.) Mg, 1,2-dibromoethane / 1.) ether, 1 h, 2.) ether, 5 deg C - 9 deg C, 4 h

With pyridine; 1,1-Diphenylethylene; palladium on activated charcoal; lithium aluminium tetrahydride; n-butyllithium; 18-crown-6 ether; N-cyclohexylisopropylamine; magnesium; 1-Methylnaphthalene; ethylene dibromide; potassium bromide; In diethyl ether; acetone;

DOI:10.1021/jo00350a024

Reference yield:

4-(4-Methoxyphenyl)butyric acid (4521-28-2) → 3-<2-(7-methoxy-1-naphthyl)ethyl>-2-cyclohexeneone (99439-47-1)

Guidance literature:

Multi-step reaction with 7 steps

1: 83 percent / polyphosphoric acid / 0.12 h / 90 - 100 °C

2: 1.) N-isopropylcyclohexylamine, n-butyllithium / 1.) THF, hexane, -75 deg C, 15 min, 2.) THF, hexane, -78 deg C, 1.5 h

3: 81 percent / 10percent Pd/C, 1,1-diphenylethylene, 1-methylnaphthalene / 3 h / 250 - 260 °C

4: 94 percent / lithium aluminum hydride / diethyl ether / Ambient temperature

5: pyridine / 2 h

6: KBr, 18-crown-6 ether / acetone / Heating

7: 1.) Mg, 1,2-dibromoethane / 1.) ether, 1 h, 2.) ether, 5 deg C - 9 deg C, 4 h

With pyridine; 1,1-Diphenylethylene; palladium on activated charcoal; lithium aluminium tetrahydride; n-butyllithium; PPA; 18-crown-6 ether; N-cyclohexylisopropylamine; magnesium; 1-Methylnaphthalene; ethylene dibromide; potassium bromide; In diethyl ether; acetone;

DOI:10.1021/jo00350a024

Reference yield:

2-(7-methoxynaphthalen-1-yl)ethan-1-ol (99416-99-6) → 3-<2-(7-methoxy-1-naphthyl)ethyl>-2-cyclohexeneone (99439-47-1)

Guidance literature:

Multi-step reaction with 3 steps

1: pyridine / 2 h

2: KBr, 18-crown-6 ether / acetone / Heating

3: 1.) Mg, 1,2-dibromoethane / 1.) ether, 1 h, 2.) ether, 5 deg C - 9 deg C, 4 h

With pyridine; 18-crown-6 ether; magnesium; ethylene dibromide; potassium bromide; In acetone;

DOI:10.1021/jo00350a024

upstream raw materials:

3-Ethoxycyclohex-2-en-1-one

1-(2-bromoethyl)-7-methoxy-1-naphthalene

7-Methoxy-1-tetralone

4-(4-Methoxyphenyl)butyric acid

Refernces