909248-46-0

Basic information

• Product Name: 3-(4-BROMOPHENYL)CYCLOPENTANONE
• Synonyms: 3-(4-BROMOPHENYL)CYCLOPENTANONE
• CAS NO: 909248-46-0
• Molecular Formula: C₁₁H₁₁BrO
• Molecular Weight: 239.11
• Mol File: 909248-46-0.mol
• Article Data: 6

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 3-(4-BROMOPHENYL)CYCLOPENTANONE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(4-BROMOPHENYL)CYCLOPENTANONE(909248-46-0)
• EPA Substance Registry System: 3-(4-BROMOPHENYL)CYCLOPENTANONE(909248-46-0)

Safety Data

• Hazardous Substances Data: 909248-46-0(Hazardous Substances Data)

Usage

Physical State

Yellow liquid

Odor

Faint

Uses

Synthesis of pharmaceuticals and agrochemicals

Functional Group

Bromine atom attached to a phenyl ring

Role in Organic Chemistry

Useful intermediate, particularly in the production of complex organic compounds

Safety Precautions

Mild irritant to the skin and respiratory system

Upstream product

• 591-51-5 phenyllithium 
• 108-86-1 bromobenzene 
• 930-30-3 cyclopent-2-enone 
• 5467-74-3 4-Bromophenylboronic acid 
• 64145-51-3 3-phenylcyclopentanone 

Downstream Products

• 1388095-52-0 3-(4-bromophenyl)cyclopentan-1-amine 

Relevant articles and documents

OXIME ETHER COMPOUNDS

Disclosed are compounds of Formula (I): (I) or a salt thereof, wherein: X is CH or N; Y is CH or N; R1 is -OH or -OP(O)(OH)2; L1 is -CR3=N-O-CRaRa- or CRaR-O-N=CR3; L

Preparation method of niraparib intermediate 4-(3S-piperidine-3-yl)bromobenzene

The invention discloses a preparation method of niraparib intermediate 4-(3S-piperidine-3-yl)bromobenzene. The preparation method is characterized by comprising steps as follows: 1) a compound shown in a formula I and hydroxylammonium chloride are subjected to a contact reaction to produce a compound shown in a formula II; 2) the compound shown in the formula II and phenyl dichlorophosphate are subjected to a catalytic reaction to produce a compound shown in a formula III; 3) the compound shown in the formula III is subjected to a reduction reaction to produce niraparib intermediate 4-(3S-piperidine-3-yl)bromobenzene shown in a formula X, and the specific reaction process is shown in the specification. A new synthesis way is provided for the niraparib intermediate 4-(3S-piperidine-3-yl)bromobenzene, metal catalysts, expensive transaminase and the like are not used in the reaction process, the production cost is low, and the product has the good yield and stereoselectivity.

Bifunctional Ligand-Assisted Catalytic Ketone α-Alkenylation with Internal Alkynes: Controlled Synthesis of Enones and Mechanistic Studies

Here, we describe a detailed study of the rhodium(I)-catalyzed, bifunctional ligand-assisted ketone α-C-H alkenylation using internal alkynes. Through controlling the reaction conditions, conjugated enamines, α,β- or β,γ-unsaturated ketones, can be selectively accessed. Both aromatic and aliphatic alkynes can be employed as coupling partners. The reaction conditions also tolerate a broad range of functional groups, including carboxylic esters, malonates, secondary amides, thioethers, and free alcohols. In addition, excellent E-selectivity was observed for the tetra-substituted alkene when forming the α,β-unsaturated ketone products. The mechanism of this transformation was explored through control experiments, kinetic monitoring, synthesizing the rhodium-hydride intermediates and their reactions with alkynes, deuterium-labeling experiments, and identification of the resting states of the catalyst.