1-butyl-3-methylnaphthalene

Base Information

• Chemical Name: 1-butyl-3-methylnaphthalene
• CAS No.: 1579278-12-8
• Molecular Formula: C₁₅H₁₈
• Molecular Weight: 198.308
• Mol file: 1579278-12-8.mol

Synonyms:1-butyl-3-methylnaphthalene

Chemical Property of 1-butyl-3-methylnaphthalene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-butyl-3-methylnaphthalene

There total 5 articles about 1-butyl-3-methylnaphthalene 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: 46.0%

3′-butylspiro[bicyclo[4.2.0]octa-1,3,5-triene-7,1′-cyclobutane]-3′-ol → 1-butyl-3-methylnaphthalene (1579278-12-8) + (E)-2-(2-methylphenyl)oct-2-en-4-one

Guidance literature:

3′-butylspiro[bicyclo[4.2.0]octa-1,3,5-triene-7,1′-cyclobutane]-3′-ol; With [Rh(OH)(cod)]2; In para-xylene; at 150 ℃; for 2.5h; Inert atmosphere; Schlenk technique;

With silica gel; In para-xylene; at 150 ℃; for 2h; Inert atmosphere; Schlenk technique;

DOI:10.1039/c6ob01344a

Reference yield:

benzocyclobutenone (3469-06-5) → 1-butyl-3-methylnaphthalene (1579278-12-8) + (E)-2-(2-methylphenyl)oct-2-en-4-one

Guidance literature:

Multi-step reaction with 5 steps

1.1: potassium tert-butylate / tetrahydrofuran / 0 °C / Inert atmosphere; Schlenk technique

2.1: trichlorophosphate; zinc copper / diethyl ether / 20 °C / Inert atmosphere; Schlenk technique

3.1: zinc; acetic acid / 80 °C / Inert atmosphere; Schlenk technique

4.1: tetrahydrofuran / -78 °C / Inert atmosphere; Schlenk technique

5.1: [Rh(OH)(cod)]2 / para-xylene / 2.5 h / 150 °C / Inert atmosphere; Schlenk technique

5.2: 2 h / 150 °C / Inert atmosphere; Schlenk technique

With zinc copper; [Rh(OH)(cod)]2; potassium tert-butylate; acetic acid; zinc; trichlorophosphate; In tetrahydrofuran; diethyl ether; para-xylene; 4.1: |Wittig Olefination;

DOI:10.1039/c6ob01344a

Reference yield:

1-methylenebenzocyclobutane (19164-64-8) → 1-butyl-3-methylnaphthalene (1579278-12-8) + (E)-2-(2-methylphenyl)oct-2-en-4-one

Guidance literature:

Multi-step reaction with 4 steps

1.1: trichlorophosphate; zinc copper / diethyl ether / 20 °C / Inert atmosphere; Schlenk technique

2.1: zinc; acetic acid / 80 °C / Inert atmosphere; Schlenk technique

3.1: tetrahydrofuran / -78 °C / Inert atmosphere; Schlenk technique

4.1: [Rh(OH)(cod)]2 / para-xylene / 2.5 h / 150 °C / Inert atmosphere; Schlenk technique

4.2: 2 h / 150 °C / Inert atmosphere; Schlenk technique

With zinc copper; [Rh(OH)(cod)]2; acetic acid; zinc; trichlorophosphate; In tetrahydrofuran; diethyl ether; para-xylene; 3.1: |Wittig Olefination;

DOI:10.1039/c6ob01344a

upstream raw materials:

1-methylenebenzocyclobutane

benzocyclobutenone