1578-70-7

Usage

Uses

Used in Pharmaceutical Industry:
Cyclohexanecarboxylic acid, 1-fluoro-2-oxo-, ethyl ester is used as a building block for the synthesis of various drugs and pharmaceutical products. Its unique chemical structure allows for the development of new therapeutic agents with potential applications in treating a wide range of diseases and conditions.
Used in Medical Research:
Cyclohexanecarboxylic acid, 1-fluoro-2-oxo-, ethyl ester is used in medical research for its potential antimicrobial and anti-inflammatory properties. Researchers are exploring its potential use in the development of new drugs and therapies to combat infections and inflammation-related disorders.
It is important to handle Cyclohexanecarboxylic acid, 1-fluoro-2-oxo-, ethyl ester with care and use appropriate safety measures, as it may pose health risks if not handled properly.

Upstream product

• 1655-07-8 ethyl 2-oxocyclohexane carboxylate 

Downstream Products

• 151300-09-3 ethyl 1-fluoro-2-mercapto-2-cyclohexenecarboxylate 
• 694-82-6 2-fluorocyclohexanone 

Relevant academic research and scientific papers

Green synthesis method of fluorinated chiral compound

The invention discloses a green synthesis method of a fluorinated chiral compound shown in a formula (1). The green synthesis method comprises the following steps: by taking a 1,3-dicarbonyl compound shown in a formula (2) and a fluorinated reagent N-fluorinated benzene sulfonamide shown in a formula (3) as raw materials, under the action of a chiral catalyst, performing ball milling reaction under a solvent-free condition and performing thin-plate chromatography tracking reaction till complete reaction to obtain a reaction mixture; post-processing the reaction mixture to obtain the fluorinated chiral compound shown in the formula (1). The green synthesis method disclosed by the invention is less in solvent pollution, high in reaction speed, high in yield, good in asymmetric selectivity, wide in reaction substrate range and easy for reaction reagent obtaining, and has important application values; the prepared compound can be taken as an important organic intermediate to be applied to the fields of medicines, pesticides and the like.

Alkylation and decarboxylation of ethyl 2-fluoro-3-oxobutanoate as a route to functionalised α-fluoro-ketones

Alkylation and decarboxylation of α-fluoro-β-ketoesters such as ethyl 2-fluoro-3-oxobutanoate offers a versatile route to a range of fluoro-ketoalkenes, demonstrating the synthetic utility of using α-fluoro-β-ketoesters as synthons for the preparation of synthetically more sophisticated selectively fluorinated systems.

Synthesis, Properties, and Reactivity of N,N'-Difluorobipyridinium and Related Salts and Their Applications as Reactive and Easy-To-Handle Electrophilic Fluorinating Agents with High Effective Fluorine Content

N,N′-Difluoro-2,2′-, -2,4′-, -3,3′-, -4,4′-bipyridinium and substituted N,N′-difluoro-2,2′-bipyridinmm bis(triflates), bis(tetrafluoroborates), bis(hexafluorophosphates), and bis(hexafluoroantimonates) 1-9 were synthesized in high yields by the direct fluorination of a mixture of a bipyridyl and a Lewis acid, a Br?nsted acid, or the alkali metal salt of an acid. The higher homologues, trimer 10 and polymer 11, were also synthesized. Unsubstituted or electron-donating group-substituted N,N′- difluorobipyridinium salts are stable nonhygroscopic crystals, while the electron-withdrawing group- substituted N,N′-diflurobipyridinium salts 3, 5, and 6 are moisture-sensitive crystals. Hydrolysis of 1b in boiling water gave 3,3′-dihydroxy-2,2′-bipyridyl. The reactivity determination indicated that the fluorinating capability decreased in the order 2,2′- ? 2,4' > 3,3′- ≈ 4,4′-isomer ? N-fluoropyridinium salt and that the two N-F moieties in a molecule were effective for fluorination. This fluorination occurred in a step-by-step manner, and the reactivity difference between the first and second fluorinations was very small. N,N′-Difluoro-2,2′-bipyridinium bis(tetrafluoroborate) (1b) is thus shown to be a highly reactive and easy-to-handle electrophilic fluorinating agent with the high effective fluorine content (103.3 g/kg) for preparing many fluoro organic compounds.

Direct fluorination of 1,3-dicarbonyl compounds

In acid media, 1,3-diketones and 1,3-keloesters can be fluorinated in high yield and often with high conversion mainly to the corresponding 2-fluoro- compounds. Diesters such as diethyl malonate do not react with fluorine under the same reaction conditions. The mechanism of these reactions has been investigated and while the identity of the electrophilic fluorinating species is uncertain, we believe that the essential features of the reaction pathway are understood. Copyright

Direct Fluorination of 1,3-Dicarbonyl Compounds

1,3-Dicarbonyls, such as 1,3-diketones and 1,3-ketoesters, react directly with elemental fluorine at room temperature to give the corresponding 2-fluoro- and, in some cases, 2,2-difluoro-compounds in high yield.

Highly Selective Fluorinating Agents: A Counteranion-Bound N-Fluoropyridinium Salt System

A series of alkyl- or (trifluoromethyl)-substituted N-fluoropyridinium-2-sulfonates 2a-h, differing in fluotinating power, were synthesized, and assessment was made of the effectiveness of each selective fluorinating agent.N-Fluoropyridinium-3- and -4-sulfonates 3 and 4 were also synthesized.Power-variables 2a-h were found to be highly selective fluorinating agents for a wide range of nucleophilic substrates such as activated aromatics, enol trialkylsilyl and alkyl ethers, active methylene compounds, activated olefins, and sulfides.Thus, phenol, naphthol, phenylurethane, and the trimethylsilyl ether of phenol were exclusively or highly selectively fluorinated at the o-position with 2f-h.Conjugated enol trialkylsilyl ethers of a steroid were regioselectively fluorinated at the 6-position with moderately powerful 2b-e.This regioselectivity increased with the bulkiness of the silyl part, and with the most bulky triisopropylsilyl group exclusive 6-fluorination was achieved.Preferential β-stereoselective fluorination at the 6-position was observed.N-Fluoropyridinium-2-sulfonates were activated with an acid.This acid-catalyzed fluorination led to the preferential p-fluorination of anisole.The present results can be explained based on the capacity of the 2-sulfonate anion to interact with the hydroxy group of phenol or naphthol, NH group of phenylurethane, silicon atoms of silyl ethers, or protons of acids.

Selective fluorination by C19XeF6

Selective fluorination by C19XeF6 of β-diketones and β-ketoesters is described. The ease of handling of this fluorinating reagent and high yields of mono fluorinated products obtained, show promise in organic synthesis.