52221-92-8

Usage

Uses

Used in Pharmaceutical Synthesis:
3-(2-Bromo-phenyl)-propan-1-ol is used as a key intermediate in the synthesis of various pharmaceuticals for its ability to contribute to the formation of complex organic molecules that are essential in medicinal chemistry.
Used in Organic Compounds Synthesis:
In the field of organic chemistry, 3-(2-Bromo-phenyl)-propan-1-ol serves as a building block for the creation of a wide range of organic compounds, leveraging its unique structural features to form new chemical entities.
Used as a Reagent in Chemical Preparation:
3-(2-Bromo-phenyl)-propan-1-ol is utilized as a reagent in the preparation of other chemical substances, facilitating reactions that lead to the development of new compounds for various applications.
Used in Organic Synthesis and Research:
3-(2-Bromo-phenyl)-propan-1-ol is also important in organic synthesis and research purposes, where its unique properties can be explored and applied to understand or create novel chemical reactions and products.
It is crucial to handle 3-(2-Bromo-phenyl)-propan-1-ol with appropriate safety measures due to its potential hazardous nature, ensuring the well-being of those working with this chemical in laboratory or industrial settings.

InChI:InChI=1/C9H11BrO/c10-9-6-2-1-4-8(9)5-3-7-11/h1-2,4,6,11H,3,5,7H2

Upstream product

• 15115-58-9 3-(2-bromophenyl)propionic acid 
• 66191-86-4 3-(2-bromophenyl)propanoic acid,methyl ester 
• 135613-33-1 3-(2-bromophey)propionic acid ethyl ester 
• 107408-16-2 3-(o-bromophenyl)propanal 
• 91047-77-7 ethyl (2E)-3-(2-bromophenyl)prop-2-enoate 
• 6630-33-7 ortho-bromobenzaldehyde 
• 95-46-5 2-methylphenyl bromide 
• 164020-71-7 2-<2-(2-bromophenyl)ethyl>-4,4-dimethyl-2-oxazoline 
• 3433-80-5 1-Bromo-2-bromomethyl-benzene 
• 583-55-1 1-Bromo-2-iodobenzene 
• 42918-20-7 1-allyl-2-bromobenzene 
• 7345-79-1 2-bromocinnamic acid 
• 102540-15-8 methyl (2E)-3-(2-bromophenyl)-2-propenoate 
• 93098-67-0 diethyl <(2-bromophenyl)methylene>propanedioate 

Downstream Products

• 1075-28-1 1-bromo-2-(3-bromopropyl)benzene 
• 103281-42-1 1-bromo-2-(3-trityloxy-propyl)-benzene 
• 113163-20-5 1-bromo-2-(3-iodopropyl)benzene 
• 123206-86-0 N-<<3-(o-bromophenyl)-n-propyl>oxy>phthalimide 
• 165803-61-2 3-(2-bromophenyl)propyl methanesulfonate 
• 864677-87-2 C₁₇H₁₉BrO₂ 
• 952315-69-4 6-(2-bromophenyl)-(3E)-hexen-2-one 
• 864677-96-3 3-[2-(3-hydroxypropyl)phenyl]propanoic acid 
• 136416-11-0 ethyl 3-[2-(3-hydroxypropyl)phenyl]propanoate 
• 864677-91-8 3-{2-[3-(4-methoxy-benzyloxy)-propyl]-phenyl}-propionic acid ethyl ester 
• 67130-96-5 4-(2-bromophenyl)-2-butanol 
• 3506-68-1 4-(2-bromophenyl)-2-butanone 
• 107408-53-7 5-Methylene-3-oxo-7-phenyl-2-(triphenyl-λ⁵-phosphanylidene)-heptanoic acid ethyl ester 
• 107408-17-3 ethyl 7-(2-bromophenyl)-3-oxo-2-(triphenylphosphoranylidine)-4(E)-heptenoate 

Relevant academic research and scientific papers

Cascade intramolecular Prins/Friedel–Crafts cyclization for the synthesis of 4-aryltetralin-2-ols and 5-aryltetrahydro-5H-benzo[7]annulen-7-ols

The treatment of 2-(2-vinylphenyl)acetaldehydes or 3-(2-vinylphenyl)propanals with BF3·Et2O results in an intramolecular Prins reaction affording intermediary benzyl carbenium ions, which are then trapped by a variety of electron-ric

Access to Trisubstituted Fluoroalkenes by Ruthenium-Catalyzed Cross-Metathesis

Although the olefin metathesis reaction is a well-known and powerful strategy to get alkenes, this reaction remained highly challenging with fluororalkenes, especially the Cross-Metathesis (CM) process. Our thought was to find an easy accessible, convenient, reactive and post-functionalizable source of fluoroalkene, that we found as the methyl 2-fluoroacrylate. We reported herein the efficient ruthenium-catalyzed CM reaction of various terminal and internal alkenes with methyl 2-fluoroacrylate giving access, for the first time, to trisubstituted fluoroalkenes stereoselectively. Unprecedent TON for CM involving fluoroalkene, up to 175, have been obtained and the reaction proved to be tolerant and effective with a large range of olefin partners giving fair to high yields in metathesis products. (Figure presented.).

Homologation of Alkyl Acetates, Alkyl Ethers, Acetals, and Ketals by Formal Insertion of Diazo Compounds into a Carbon-Carbon Bond

Homologation of alkyl acetates, alkyl ethers, acetals, and ketals was accomplished via formal insertion of diazo esters into carbon-carbon σ-bonds. The combined Lewis acid InI 3with Me 3SiBr catalyzed the homologation of alkyl acetat

Remote sp2C-H Carboxylation via Catalytic 1,4-Ni Migration with CO2

A remote catalytic reductive sp2 C-H carboxylation of arenes with CO2 (1 bar) via 1,4-Ni migration is disclosed. This protocol constitutes the first catalytic 1,4-Ni migration reported to date, thus offering new vistas in the Ni-catalyzed reductive coupling arena while providing an unconventional new platform for incorporating electrophilic sites at remote sp2 C-H linkages.

Highly Selective Synthesis of Tetrahydronaphthaleno[60]fullerenes via Fullerene-Cation-Mediated Intramolecular Cyclization

A high-yielding protocol to construct six-membered carbon rings on fullerene is presented. This methodology with in situ fullerene-cation-mediated intramolecular cyclization provides high selectivity and efficient access to six-membered tetrahydronaphthal

DIRECT C-H AMINATION AND AZA-ANNULATION

In some aspects, the present disclosure provides methods of aminating an aromatic compound comprising reacting an aminating agent with an aromatic compound in the presence of a rhodium catalyst. In some embodiments, the methods may comprise aminating an aromatic compound which contains multiple different functional groups. The methods described herein may also be used to create bicyclic system comprising reacting an intramolecular aminating agent with an aromatic ring to obtain a second ring containing a nitrogen atom. In another aspect, the methods described herein may also be used to create a cyclic aliphatic cyclic/poly cyclic amine system comprising a reacting an intramolecular aminating agent by insertion into a C(sp3)-H bond.

Carbene-Catalyzed α-Carbon Amination of Chloroaldehydes for Enantioselective Access to Dihydroquinoxaline Derivatives

An NHC-catalyzed α-carbon amination of chloroaldehydes was developed. Cyclohexadiene-1,2-diimines are used as amination reagents and four-atom synthons. Our reaction affords optically enriched dihydroquinoxalines that are core structures in natural products and synthetic bioactive molecules.

Highly Diastereoselective Synthesis of Medium-Sized Carbocycle-Fused Piperidines via Sequential Hydride Shift Triggered Double C(sp3)-H Bond Functionalization

Herein we report a diastereoselective synthesis of medium-sized carbocycle-fused piperidines via [1,n (n = 6, 7)]-[1,5]-sequential hydride shift triggered double C(sp3)-H bond functionalization. When cinnamylidene malonates having N,N-dibenzyl propylamine moiety were treated with 5 mol % of Yb(OTf)3, a [1,6]-[1,5]-sequential hydride shift/cyclization process proceeded to afford seven-membered carbocycle-fused piperidines with excellent diastereoselectivities. This sequential system was applicable to the synthesis of eight-membered carbocycle-fused piperidines by an unprecedented [1,7]-[1,5]-sequential hydride shift/cyclization process.

Construction of seven-and eight-membered carbocycles by Lewis acid catalyzed C(sp3)-H bond functionalization

We achieved a concise construction of seven-and eight-membered carbocycles via Lewis acid catalyzed C(sp3)-H bond functionalization. In these reactions, a quite rare [1,6 (or 7)]-hydride shift/cyclization process proceeded smoothly to afford seven-and eight-membered carbocycles with good chemical yields starting from substrates with high conformational freedom.

Pyrrolidines and Piperidines by Ligand-Enabled Aza-Heck Cyclizations and Cascades of N-(Pentafluorobenzoyloxy)carbamates

Ligand-enabled aza-Heck cyclizations and cascades of N-(pentafluorobenzoyloxy)carbamates are described. These studies encompass the first examples of efficient non-biased 6-exo aza-Heck cyclizations. The methodology provides direct and flexible access to carbamate protected pyrrolidines and piperidines.