3-Pyridinemethanol, a-(4-bromophenyl)-a-cyclopropyl-

Base Information

• Chemical Name: 3-Pyridinemethanol, a-(4-bromophenyl)-a-cyclopropyl-
• CAS No.: 112969-71-8
• Molecular Formula: C15H14BrNO
• Molecular Weight: 304.186
• Mol file: 112969-71-8.mol

Synonyms:

Chemical Property of 3-Pyridinemethanol, a-(4-bromophenyl)-a-cyclopropyl-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-Pyridinemethanol, a-(4-bromophenyl)-a-cyclopropyl-

There total 1 articles about 3-Pyridinemethanol, a-(4-bromophenyl)-a-cyclopropyl- 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: 80.0%

(4-bromophenyl)-pyridin-3-yl-methanone (14548-45-9) + cyclopropylmagnesium bromide (23719-80-4) → 1-(4-bromophenyl)-1-cyclopropyl-1-(3-pyridyl)carbinol (112969-71-8)

Guidance literature:

In tetrahydrofuran; for 1h; Ambient temperature;

DOI:10.1021/jm00400a005

Reference yield:

1-(4-bromophenyl)-1-cyclopropyl-1-(3-pyridyl)carbinol (112969-71-8) → (E)-4-bromo-1-(4-bromophenyl)-1-(3-pyridyl)-1-butene (112969-73-0) + (Z)-4-bromo-1-(4-bromophenyl)-1-(3-pyridyl)-1-butene (112969-72-9)

Guidance literature:

With phosphorus tribromide; In dichloromethane; for 0.5h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

DOI:10.1021/jm00400a005

Reference yield:

1-(4-bromophenyl)-1-cyclopropyl-1-(3-pyridyl)carbinol (112969-71-8) → 3-[(E)-1-(4-Bromo-phenyl)-4-chloro-but-1-enyl]-pyridine + 3-[(Z)-1-(4-Bromo-phenyl)-4-chloro-but-1-enyl]-pyridine

Guidance literature:

With phosphorus pentachloride; In dichloromethane; for 3h; Product distribution; Ambient temperature; homoallylic rearrangement, various halogenating reagents (PCl₅, PCl₃, SOCl₂, HCl/ZnCl₂, PBr₃, HBr/HOAc); influence of halogenating reagent on the stereochemistry of the product;

DOI:10.1021/jm00400a005

upstream raw materials:

(4-bromophenyl)-pyridin-3-yl-methanone

cyclopropylmagnesium bromide

Downstream raw materials:

(E)-4-bromo-1-(4-bromophenyl)-1-(3-pyridyl)-1-butene

(Z)-4-bromo-1-(4-bromophenyl)-1-(3-pyridyl)-1-butene

Refernces