174714-40-0

Basic information

• Product Name: ethyl 2-fluoro-3-(4-methylphenyl)-3-oxopropanoate
• Synonyms: ethyl 2-fluoro-3-(4-methylphenyl)-3-oxopropanoate
• CAS NO: 174714-40-0
• Molecular Weight: 224.232
• Mol File: 174714-40-0.mol

Chemical Properties

• CAS DataBase Reference: ethyl 2-fluoro-3-(4-methylphenyl)-3-oxopropanoate(CAS DataBase Reference)
• NIST Chemistry Reference: ethyl 2-fluoro-3-(4-methylphenyl)-3-oxopropanoate(174714-40-0)
• EPA Substance Registry System: ethyl 2-fluoro-3-(4-methylphenyl)-3-oxopropanoate(174714-40-0)

Safety Data

• Hazardous Substances Data: 174714-40-0(Hazardous Substances Data)

Upstream product

• 64-17-5 ethanol 
• 76435-42-2 2,3,3,3-Tetrafluoro-1-p-tolyl-propan-1-one 
• 874-60-2 4-methyl-benzoyl chloride 
• 624-31-7 4-tolyl iodide 
• 623-47-2 propynoic acid ethyl ester 
• 122-00-9 para-methylacetophenone 
• 459-72-3 ethyl 2-fluoroacetate 

Downstream Products

• 1260108-98-2 ditert-butyl (R)-1-(1-ethoxy-2-fluoro-1,3-dioxo-3-p-tolylpropan-2-yl)hydrazine-1,2-dicarboxylate 
• 1192024-45-5 (2S,3S)-ethyl 3-(tert-butoxycarbonylamino)-2-fluoro-2-(4-methylbenzoyl)-3-p-tolylpropanoate 
• 1179476-71-1 C₂₂H₃₁FN₂O₇ 

Relevant articles and documents

A Pd-Catalyzed [4 + 2] Annulation Approach to Fluorinated N-Heterocycles

3-Fluoro- and trifluoromethylthio-piperidines represent important building blocks for discovery chemistry. We report a simple and efficient method to access analogs of these compounds that are armed with rich functionality allowing them to be chemoselectively derivatized with high diastereocontrol.

Iridium-Catalyzed Asymmetric Hydrogenation of Tetrasubstituted α-Fluoro-β-enamino Esters: Efficient Access to Chiral α-Fluoro-β-amino Esters with Two Adjacent Tertiary Stereocenters

An iridium-catalyzed highly efficient asymmetric hydrogenation of challenging tetrasubstituted α-fluoro-β-enamino esters was successfully developed using bisphosphine-thiourea (ZhaoPhos) as the ligand, which prepared a series of chiral α-fluoro-β-amino esters containing two adjacent tertiary stereocenters with high yields and excellent diastereoselectivities/enantioselectivities (73%-99% yields, >25:1 dr, 91%>99% ee, and turnover number (TON) values up to 8600), and no defluorinate byproduct was detected.

Gold-catalyzed Fluorination of Alkynyl Esters and Ketones: Efficient Access to Fluorinated 1,3-Dicarbonyl Compounds

We developed an efficient synthesis of 2-fluoro-1,3-dicarbonyl compounds using readily available alkynyl ketones or esters as starting material. The key step is the insertion of hydrogen fluoride (HF) to the gold carbene intermediate generated from cationic gold catalyzed addition of N-oxides to alkynyl ketones or esters. This method gives excellent chemical yields and regioselectivity with good functional group tolerance. (Figure presented.).

A facile P-C bond cleavage of 2-fluoro2-phosphonyl-1,3-dicarbonyl compounds on silica gel

α-Fluoro-β-keto esters and α-fluoromalonates were prepared by the P-C bond cleavage of 2-fluoro-2-phosphonyl-1,3-dicarbonyl compounds on wet silica gel.

Acylation of α-fluorophosphonoacetate derivatives using magnesium chloride-triethylamine

Acylation of α-fluorophosphonoacetate derivatives in the presence of magnesium chloride-triethylamine has been described. Acylations of triethyl α-fluorophosphonoacetate 1 and diethyl α-fluorophosphonoacetic acid 7 were proceeded under mild conditions to provide α-fluoro-β-keto esters 3 and α- fluoro-β-keto phosphonates 9, respectively, in high yields.

P-C bond cleavage of triethyl 2-fluoro-3-oxo-2-phosphonoacetates with magnesium chloride: A synthesis of α-fluoro-β-keto esters

P-C bond cleavage of triethyl 2-fluoro-3-oxo-2-phosphonoacetates in the presence of magnesium chloride provides a synthetic route to α-fluoro-β-keto esters.

Acylation of diethyl (ethoxycarbonyl)fluoromethylphosphonate using magnesium chloride-triethylamine: A facile synthesis of α-fluoro β-keto esters

A facile synthesis of α-fluoro β-keto esters, via diacylation reaction of diethyl (ethoxycarbonyl)fluoromethylphosphonate with aromatic carboxylic acid chlorides in the presence of magnesium chloride-triethylamine followed by deacylation, is described.