80336-66-9

Usage

Uses

Used in Pharmaceutical Industry:
2-CHLORO-1-(4-ISOBUTYLPHENYL)PROPAN-1-ONE is used as an intermediate in the synthesis of pharmaceuticals for its ability to contribute to the formation of complex molecular structures that can exhibit therapeutic properties.
Used in Organic Compounds Production:
In the chemical industry, 2-CHLORO-1-(4-ISOBUTYLPHENYL)PROPAN-1-ONE serves as a key component in the production of other organic compounds, leveraging its unique structural features to create a wide range of products with diverse applications.

InChI:InChI=1/C13H17ClO/c1-9(2)8-11-4-6-12(7-5-11)13(15)10(3)14/h4-7,9-10H,8H2,1-3H3

Upstream product

• 7623-09-8 2-chloropropionyl chloride 
• 538-93-2 1-phenyl-2-methylpropane 
• 59771-24-3 4-isobutylpropiophenone 

Downstream Products

• 438219-37-5 4-(4'-isobutylphenyl)-5-methyl-2-aminothiazole 
• 89878-72-8 2-(1-chloroethyl)-2-(4'-isobutylphenyl)-5,5-dimethyl-1,3-dioxane 
• 154320-56-6 methyl 4-iso-butylbenzoate 
• 80336-64-7 2-bromo-1-(4'-isobutyl-phenyl)-propan-1-one 
• 38861-88-0 4-isobutylbenzoic acid 
• 84508-64-5 2-Chloro-1,1-dimethoxy-1-(4-isobutylphenyl)propane 
• 115943-62-9 α-iodo-4-(2-methylpropyl)propiophenone 
• 15687-27-1 ibuprofen 
• 59771-24-3 4-isobutylpropiophenone 

Relevant academic research and scientific papers

A 4 - isobutyl phenyl ketone compounds (by machine translation)

The invention discloses a 4 - isobutyl phenyl ketone compounds, the compound structure is as follows: said compound 4 - isobutyl-benzene as the starting material, substituted sulfonic acid and substituted sulfonate as the catalyst, the reaction with the acyl chloride, the following reaction: the application of this method to synthesize 4 - isobutyl phenyl ketone compound, simple and convenient operation, mild reaction conditions, environment-friendly, and has excellent industrial prospect. (by machine translation)

Iridium-catalyzed 1,3-hydrogen shift/chlorination of allylic alcohols

Tandem: Allylic alcohols react with N-chlorosuccinimide (NCS) in a tandem 1,3-H shift/C-Cl bond formation leading to α-chloroketones and α-chloroaldehydes. The reactions proceed with complete selectivity to give single constitutional isomers of monochlorinated carbonyl compounds. The utility of the transformation is illustrated by the straightforward synthesis of 4,5-disubstituted 2-aminothiazoles from allylic alcohols. Copyright

Photochemical Rearrangement of α-Chloro-Propiophenones to α-Arylpropanoic Acids: Studies on Chirality Transfer and Synthesis of (S)-(+)-Ibuprofen and (S)-(+)-Ketoprofen

A new single-step efficient photochemical approach for α-arylpropanoic acids (4) from α-chloro-propiophenones (5) is described.It involves carbonyl triplet excited state directed 1,2-aryl migration of the aryl group which has been found to be highly dependent upon the nature of the aryl substituent.The mode of the rearrangement is probed by the study of the photobehaviour of a set of optically active α-chloro-propiophenones.The results suggest that the nature of the carbonyl triplets (n, ?*/ ?, ?*) plays an important role in the chirality transfer.This method finds application in the synthesis of optically active ibuprofen (4e) and ketoprofen (26), though in moderate optical yields.

Process for preparing α-hydroxy-acids and compounds obtained by this process

The invention relates to a process for preparing α-hydroxy-acids of general formula: STR1 in which R represents hydrogen or a lower alkyl radical and Cy represents a phenyl, naphthyl or heterocyclic radical, these latter three radicals optionally comprising one or more substituents selected from the group consisting of lower alkyl, lower alkenyl, lower alkynyl, lower alkoxy radicals and halogen atoms, process which comprises the treatment of an α-monohalogenated ketone of general formula: STR2 in which R and Cy have the same meaning as above and X represents chlorine, bromine or iodine, in the presence of an aqueous solution of an alkali metal hydroxide, a non-polar organic solvent selected from an aromatic or alicyclic hydrocarbon and oxygen in excess optionally in the presence of an inert gas, the treatment being carried out at a temperature ranging from the boiling temperature of the reaction medium at atmospheric pressure and 240° C. under pressure and the alkali metal so formed is then acidified to obtain the desired acid.

Esters of α-Arylalkanoic Acids from 'Masked' α-Halogenoalkyl Aryl Ketones and Silver Salts: Synthetic, Kinetic, and Mechanistic Aspects

A method for the synthesis of alkyl esters of α-arylalkanoic acids is given based on silver-ion-assisted (AgBF4, AgOSO2CF3, AgSbF6, AgNO3) solvolysis of alkyl acetals of primary and secondary α-halogenoalkyl aryl ketones (Hal = I, Br, Cl) in an alcoholic medium (methanol, ethanol).The reaction is quite selective and alkyl esters are the only reaction products; ethers, which are possible substitution products, are not found.The importance of masking the carbonyl as the acetal is emphasised.The reaction is found to be first-order in AgBF4 and in the primary α-halogeno acetal.A three-point Hammett correlation (ρ = -3.29) between ?+ and the rate constants suggests a large cationic contribution as well as strong aryl participation in the transition state.The role payed by the oxygen of the acetal group in the specificity of the reaction is discussed in comparison with the reactivity of analogous compounds with saturated skeletons and of α-halogenoalkyl aryl ketones.