1-(5-cyclopropyl-3,4-dihydronaphthalen-1-yl)cyclobutanol

Base Information

• Chemical Name: 1-(5-cyclopropyl-3,4-dihydronaphthalen-1-yl)cyclobutanol
• CAS No.: 1486517-24-1
• Molecular Formula: C₁₇H₂₀O
• Molecular Weight: 240.345
• Mol file: 1486517-24-1.mol

Synonyms:

Chemical Property of 1-(5-cyclopropyl-3,4-dihydronaphthalen-1-yl)cyclobutanol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-(5-cyclopropyl-3,4-dihydronaphthalen-1-yl)cyclobutanol

There total 5 articles about 1-(5-cyclopropyl-3,4-dihydronaphthalen-1-yl)cyclobutanol 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: 87.0%

cyclobutanone (1191-95-3) + 4-bromo-8-cyclopropyl-1,2-dihydronaphthalene (1486518-50-6) → 1-(5-cyclopropyl-3,4-dihydronaphthalen-1-yl)cyclobutanol (1486517-24-1)

Guidance literature:

4-bromo-8-cyclopropyl-1,2-dihydronaphthalene; With tert.-butyl lithium; In tetrahydrofuran; pentane; at -78 ℃; for 0.5h; Inert atmosphere;

cyclobutanone; In tetrahydrofuran; pentane; at -78 ℃; for 0.5h; Inert atmosphere;

DOI:10.1002/anie.201303527

Reference yield:

5-cyclopropyl-3,4-dihydronaphthalen-1(2H)-one (1486517-51-4) → 1-(5-cyclopropyl-3,4-dihydronaphthalen-1-yl)cyclobutanol (1486517-24-1)

Guidance literature:

Multi-step reaction with 2 steps

1.1: triphenyl phosphite; bromine; triethylamine / dichloromethane / 20 h / -78 - 20 °C / Inert atmosphere; Reflux

2.1: tert.-butyl lithium / pentane; tetrahydrofuran / 0.5 h / -78 °C / Inert atmosphere

2.2: 0.5 h / -78 °C / Inert atmosphere

With triphenyl phosphite; bromine; tert.-butyl lithium; triethylamine; In tetrahydrofuran; dichloromethane; pentane;

DOI:10.1002/anie.201303527

Reference yield:

5-Methoxy-1-tetralone (33892-75-0) → 1-(5-cyclopropyl-3,4-dihydronaphthalen-1-yl)cyclobutanol (1486517-24-1)

Guidance literature:

Multi-step reaction with 5 steps

1.1: hydrogen bromide; water / acetic acid / 2 h / Inert atmosphere; Reflux

2.1: pyridine / dichloromethane / 0 - 20 °C / Inert atmosphere

3.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium fluoride dihydrate; sodium bromide / toluene / 2 h / 100 °C / Inert atmosphere

4.1: triphenyl phosphite; bromine; triethylamine / dichloromethane / 20 h / -78 - 20 °C / Inert atmosphere; Reflux

5.1: tert.-butyl lithium / pentane; tetrahydrofuran / 0.5 h / -78 °C / Inert atmosphere

5.2: 0.5 h / -78 °C / Inert atmosphere

With pyridine; triphenyl phosphite; tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium fluoride dihydrate; water; hydrogen bromide; bromine; tert.-butyl lithium; triethylamine; sodium bromide; In tetrahydrofuran; dichloromethane; acetic acid; toluene; pentane;

DOI:10.1002/anie.201303527

upstream raw materials:

5-Methoxy-1-tetralone

cyclobutanone

4-bromo-8-cyclopropyl-1,2-dihydronaphthalene

5-cyclopropyl-3,4-dihydronaphthalen-1(2H)-one