325147-40-8

Basic information

• Product Name: 3-(2-bromo-4-methylphenyl)propan-1-ol
• Synonyms: 3-(2-bromo-4-methylphenyl)propan-1-ol
• CAS NO: 325147-40-8
• Molecular Formula: C₁₀H₁₃BrO
• Molecular Weight: 229.11362
• Mol File: 325147-40-8.mol
• Article Data: 4

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 3-(2-bromo-4-methylphenyl)propan-1-ol(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(2-bromo-4-methylphenyl)propan-1-ol(325147-40-8)
• EPA Substance Registry System: 3-(2-bromo-4-methylphenyl)propan-1-ol(325147-40-8)

Safety Data

• Hazardous Substances Data: 325147-40-8(Hazardous Substances Data)

Upstream product

• 829-57-2 3-(2-bromo-4-methylphenyl)propanoic acid 
• 824-54-4 2-bromo-4-methylbenzaldehyde 
• 71838-16-9 3-bromo-4-iodotoluene 

Downstream Products

• 3722-73-4 7-methyl chroman 

Relevant articles and documents

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.

Palladium-catalyzed intramolecular C-O bond formation

A number of oxygen heterocycles were synthesized using the palladium-catalyzed intramolecular etherification of aryl halides by employing di-tert-butylphosphinobiaryl ligands. The reaction proceeds under mild conditions using weak bases such as Cs2CO3 or K3PO4. A variety of functional groups are tolerated in the reaction, and enantioenriched alcohols can be coupled without erosion of optical purity. The mildness of the reaction conditions allows for the use of polyfunctionalized substrates. This method was used as the key step in the synthesis of MKC-242, an antidepressant currently in clinical trials. The synthesis of MKC-242 was achieved in 40% overall yield from commercially available sesamol and acrylonitrile.