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Usage

Uses

Used in Organic and Medicinal Chemistry:
4-(4-methylphenyl)-2-Pyrrolidinone is utilized as a building block in organic and medicinal chemistry for its versatile reactivity and structural properties. It is particularly valuable in the synthesis of pharmaceutical drugs and agrochemicals, contributing to the development of new and effective compounds for various applications.
Used in Chemical Production:
In the chemical industry, 4-(4-methylphenyl)-2-Pyrrolidinone serves as an intermediate in the production of dyes, pigments, and other organic compounds. Its role in these processes is essential for creating a wide range of colorants and specialty chemicals used across different sectors.
Used in Pharmaceutical Drug Synthesis:
4-(4-methylphenyl)-2-Pyrrolidinone is used as a key component in the synthesis of pharmaceutical drugs. Its unique structure allows for the creation of drug molecules with specific therapeutic properties, making it an important asset in the development of new medications.
Used in Agrochemical Production:
4-(4-methylphenyl)-2-Pyrrolidinone is also employed in the production of agrochemicals, where it contributes to the synthesis of pesticides, herbicides, and other agricultural chemicals. Its use in this industry helps to improve crop protection and yield.

Upstream product

• 59832-45-0 dimethyl 2-(4-methylbenzylidene)malonate 
• 927802-33-3 2-oxo-4-(4-methylphenyl)pyrrolidine-3-carboxylic acid 
• 100719-33-3 methyl 2-carbomethoxy-4-nitro-3-(4-methyl-phenyl)-butyrate 
• 104-87-0 4-methyl-benzaldehyde 
• 5720-05-8 4-methylphenylboronic acid 
• 153867-15-3 4-Hydroxy-3-p-tolyl-butyric acid methyl ester 
• 153867-10-8 2,2-Dimethyl-5-p-tolyl-4,5-dihydro-[1,3]dioxepine 
• 1025808-55-2 4-p-Tolyl-tetrahydro-furan-2-ol 
• 89359-17-1 β-(4-methylphenyl)-γ-butyrolactone 
• 624-31-7 4-tolyl iodide 
• 153867-16-4 4-Azido-3-p-tolyl-butyric acid methyl ester 

Downstream Products

• 28311-38-8 4-amino-3-(p-tolyl)butanoic acid 
• 67112-58-7 (±)-tolibut hydrochloride 

Relevant academic research and scientific papers

Assembling of medium/long chain-based β-arylated unnatural amino acid derivatives via the Pd(II)-catalyzed sp3 β-C-H arylation and a short route for rolipram-type derivatives

In this paper, we report the assembling of libraries of β-arylated short/medium/long chain-based non-α-amino acid (aminoalkanoic acid) derivatives via the Pd(II)-catalyzed, bidentate directing group 8-aminoquinoline-aided sp3 β-C-H activation/arylation method. Short/medium chain-based unnatural amino acid derivatives containing an aryl group at the β-position are promising small molecules with therapeutic properties. Thus, it is necessary to enrich the libraries of short/medium/long chain-based unnatural amino acid derivatives containing an aryl group at the β-position. Considering the importance of β-arylated short/medium/long chain-based non-α-amino acid derivatives, an inclusive attention was paid to explore the Pd(II)-catalyzed sp3 β-C-H arylation of short/medium/long chain-based non-α-amino acids. Representative synthetic transformations including a short route for the assembling of rolipram and related compounds and 3-arylated GABA derivatives such as, baclofen, phenibut and tolibut were shown using selected β-C-H arylated non-α-amino acid derivatives.

Efficient synthesis of β-aryl-γ-lactams and their resolution with (S)-Naproxen: Preparation of (R)- and (S)-Baclofen

An efficient synthesis of enantiomerically-pure β-aryl-γ-lactams is described. The principal feature of this synthesis is the practical resolution of β-aryl-γ-lactams with (S)-Naproxen. The procedure is based on the Michael addition of nitromethane to benzylidenemalonates, which was easily obtained, followed by the reduction of the γ-nitroester in the presence of Raney nickel and the subsequent saponification/decarboxylation reaction. The utility of this methodology was highlighted by the preparation of enantiomerically-pure (R)- and (S)-Baclofen hydrochloride.

β-Substituted γ-butyrolactams from mucochloric acid: Synthesis of (±)-baclofen and other γ-aminobutyric acids and useful building blocks

In the course of our exploration of the application of mucohalic acids in organic synthesis, we reported the synthesis of α,β-dihalo-α, β-unsaturated γ-butyrolactams by reductive amination of a suitable mucohalic acid and a suitable amine. However, the functionalization of the α- and/or β-halogen was found to be elusive under Suzuki conditions that worked well with the corresponding γ-lactones. Although the corresponding β-aryl derivative was obtained under some of the modified Suzuki conditions tried, the yields were found to be very low. Next, the Suzuki coupling was performed on mucochloric acid prior to the reductive amination step. By careful control of the reaction conditions, only β-substitution was achieved to yield the corresponding β-aryl mucochloric acid. This could then be converted to the corresponding β-substituted γ-butyrolactam by reductive amination with 2,4-dimethoxybenzylamine (DMB-NH2) followed by reduction by nickel boride and subsequent deprotection of the DMB group. The resulting γ-butyrolactam could either be alkylated or hydrolyzed resulting in the corresponding β-substituted γ-aminobutyric acid. This methodology was extended to synthesize (±)-baclofen in five steps starting from mucochloric acid.

A FACILE SYNTHESIS OF 4-ARYLBUTYROLACTONES VIA THE PALLADIUM-CATALYZED ARYLATION OF 1,3-DIOXEP-5-ENE

1,3-Dioxep-5-ene was arylated by using Heck reaction, and the arylated 1,3-dioxep-5-ene derivatives were easily converted into 4-arylbutyrolactones, intermediates for the synthesis of natural products and biological active compounds.