74204-00-5

Usage

Chemical Properties

White Solid

InChI:InChI=1/C7H7BrO/c1-5-2-6(8)4-7(9)3-5/h2-4,9H,1H3

Upstream product

• 14472-14-1 4-bromo-3-methylphenol 
• 7446-70-0 aluminium trichloride 
• 58169-99-6 2,3,4,6-tetrabromo-5-methyl-phenol 
• 71-43-2 benzene 
• 4619-74-3 2,4,6-tribromo-m-cresol 
• 1611-92-3 3,5-dibromotoluene 
• 849062-36-8 (3-bromo-5-methylphenyl)boronic acid 
• 108-39-4 3-methyl-phenol 
• 34946-83-3 2,4,4,6-tetrabromo-3-methyl-cyclohexa-2,5-dienone 
• 591-17-3 meta-bromotoluene 
• 942069-53-6 2-(3-bromo-5-methylphenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 
• 29578-83-4 3-bromo-5-methoxytoluene 
• 74586-53-1 3-bromo-5-methylaniline 

Downstream Products

• 504-15-4 orcinol 
• 29578-83-4 3-bromo-5-methoxytoluene 
• 85288-57-9 2-(3-Bromo-5-methyl-phenoxy)-tetrahydro-pyran 
• 145293-35-2 1-Bromo-3-(2-methoxy-ethoxymethoxy)-5-methyl-benzene 
• 93796-61-3 5-bromo-3-methyl-2-nitrophenol 
• 93796-62-4 3-bromo-5-methyl-2-nitrophenol 
• 93796-59-9 3-bromo-5-methyl-4-nitrophenol 
• 876299-63-7 1-(Benzyloxy)-3-bromo-5-methylbenzene 
• 331415-26-0 methyl 3-bromo-5-methylphenoxyacetate 
• 90674-26-3 3-methoxy-5-methyl-benzaldehyde 
• 59297-29-9 1-bromo-3-(bromomethyl)-5-methoxybenzene 
• 123018-27-9 2-(3-bromo-5-methoxyphenyl)acetonitrile 
• 262450-67-9 2-(3-bromo-5-methoxyphenyl)ethylamine 
• 1220694-87-0 8-bromo-6-methoxy-1,2,3,4-tetrahydroisoquinoline 

Relevant academic research and scientific papers

Aryl phenol compound as well as synthesis method and application thereof

The invention discloses a synthesis method of an aryl phenol compound shown as a formula (3). All systems are carried out in an air or nitrogen atmosphere, and visible light is utilized to excite a photosensitizer for catalyzation. In a reaction solvent, ArNR1R2 as shown in a formula (1) and water as shown in a formula (2) are used as reaction raw materials and react under the auxiliary action of acid to obtain the aryl phenol compound as shown in a formula (3). The ArNR1R2 in the formula (1) can be primary amine and tertiary amine, can also be steroid and amino acid derivatives, and can also be drugs or derivatives of propofol, paracetamol, ibuprofen, oxaprozin, indomethacin and the like. The synthesis method has the advantages of cheap and easily available raw materials, simple reaction operation, mild reaction conditions, high reaction yield and good compatibility of substrate functional groups. The fluid reaction not only can realize amplification of basic chemicals, but also can realize amplification of fine chemicals, such as synthesis of drugs propofol and paracetamol. The invention has wide application prospect and use value.

Palladium-Catalyzed Regioselective Synthesis of 1-Hydroxycarbazoles Under Aerobic Conditions

A palladium-catalyzed aerobic C?H amidation of N-Ts-2-amino-3′-hydroxylbiaryls has been developed to afford a diverse range of 1-hydroxycarbazoles with high regioselectivity and efficiency. This protocol benefits from operational simplicity, robustness, a

Exploration of phenylpropanoic acids as agonists of the free fatty acid receptor 4 (FFA4): Identification of an orally efficacious FFA4 agonist

The long chain free fatty acid receptor 4 (FFA4/GPR120) has recently been recognized as lipid sensor playing important roles in nutrient sensing and inflammation and thus holds potential as a therapeutic target for type 2 diabetes and metabolic syndrome. To explore the effects of stimulating this receptor in animal models of metabolic disease, we initiated work to identify agonists with appropriate pharmacokinetic properties to support progression into in vivo studies. Extensive SAR studies of a series of phenylpropanoic acids led to the identification of compound 29, a FFA4 agonist which lowers plasma glucose in two preclinical models of type 2 diabetes.

Preparation process for 3-methyl-5-methoxybenzenesulfonyl chloride

The invention discloses a preparation process for 3-methyl-5-methoxybenzenesulfonyl chloride. The process comprises the following steps: 3,5-dibromotoluene is used as an initial raw material, the 3,5-dibromotoluene is subjected to a boronic acidification reaction, thus 3-methyl-5-bromophenylboronic acid is obtained, the 3-methyl-5-bromophenylboronic acid is subjected to an oxidation reaction, thus 3-methyl-5-bromophenol is obtained, the 3-methyl-5-bromophenol is subjected to a substitution reaction, thus 3-methyl-5-bromoanisoles is obtained, the 3-methyl-5-bromoanisoles is subjected to sulfonation, thus 3-methyl-5-methoxybenzenesulfonate is obtained, the 3-methyl-5-methoxybenzenesulfonate is subjected to a substitution reaction, and therefore the objective compound 3-methyl-5-methoxybenzenesulfonyl chloride is obtained. According to the above route, the raw materials are easy to obtain, post-treatment is simple, convenient and easy to implement, a yield is relatively high, and the process has relatively-good application value.

Practical one-pot C-H activation/borylation/oxidation: Preparation of 3-bromo-5-methylphenol on a multigram scale

A practical one-pot C-H activation/borylation/oxidation sequence for the generation of 3,5-disubstituted phenols is presented. Specifically, 3-bromo-5-methylphenol is prepared from 3-bromotoluene, without isolation of intermediates, on a multigram scale, and in high yield. The process proceeds under mild conditions and can be completed within one day. Georg Thieme Verlag Stuttgart - New York.

Studies on the synthesis of landomycin A. Synthesis of the originally assigned structure of the aglycone, landomycinone, and revision of structure

The originally proposed structure (2) of landomycinone, the aglycone of landomycin A, has been synthesized and shown to be nonidentical to the naturally derived landomycin A aglycone. The synthesis of 2 features the Doetz benzannulation reaction of chromium carbene 5 and alkyne 6, and the intramolecular Michael-type cyclization reaction of the phenolic naphthoquinone 20. It is proposed that natural landomycinone possesses the alternative structure 3, but attempts to access this structure via the Michael-type cyclization of the isomeric phenolic naphthoquinone 38 have been unsuccessful.

Process for the synthesis of phenols from arenes

A process to synthesize substituted phenols such as those of the general formula RR′R″Ar(OH) wherein R, R′, and R″ are each independently hydrogen or any group which does not interfere in the process for synthesizing the substituted phenol including, but not limited to, halo, alkyl, alkoxy, carboxylic ester, amine, amide; and Ar is any variety of aryl or hetroaryl by means of oxidation of substituted arylboronic esters is described. In particular, a metal-catalyzed C—H activation/borylation reaction is described, which when followed by direct oxidation in a single or separate reaction vessel affords phenols without the need for any intermediate manipulations. More particularly, a process wherein Ir-catalyzed borylation of arenes using pinacolborane (HBPin) followed by oxidation of the intermediate arylboronic ester by OXONE is described.

C-H activation/borylation/oxidation: A one-pot unified route to meta-substituted phenols bearing ortho-/para-directing groups

An efficient one-pot C-H activation/borylation/oxidation protocol for the preparation of phenols is described. This method is particularly attractive for the generation of meta-substituted phenols bearing ortho-/para-directing groups, as such substrates are difficult to access by other phenol syntheses. Copyright

Naturally Occurring Dibenzofurans. Part 5. Synthesis of Melacarpic Acid

The total synthesis of the lichen dibenzofuran melacarpic acid (5) was achieved by intramolecular Ullman coupling of methyl 5-bromo-4-(2-bromo-5-methoxy-3-methylphenoxy)-6-heptyl-2-methoxybenzoate (48) or methyl 6-heptyl-5-iodo-4-(2-iodo-5-methoxy-3-methyl-4-nitrophenoxy)-2-methoxybenzoate (46) followed by appropriate transformations.

Process for the isomerization of ortho-and para-bromophenols or the ethers thereof into meta-bromophenols and corresponding ethers

Process for the isomerization of ortho- and para-bromophenols or the ethers thereof into corresponding meta-brominated derivatives by isomerizing ortho- and para-bromophenols in the corresponding ethers in the presence of a liquid superacid at a temperature in the region of ambient temperature.