131469-72-2

Basic information

• Product Name: methyl 3-acetoxy-3-(4-chlorophenyl)-2-methylenepropanoate
• Synonyms: methyl 3-acetoxy-3-(4-chlorophenyl)-2-methylenepropanoate
• CAS NO: 131469-72-2
• Molecular Weight: 268.697
• Mol File: 131469-72-2.mol

Chemical Properties

• CAS DataBase Reference: methyl 3-acetoxy-3-(4-chlorophenyl)-2-methylenepropanoate(CAS DataBase Reference)
• NIST Chemistry Reference: methyl 3-acetoxy-3-(4-chlorophenyl)-2-methylenepropanoate(131469-72-2)
• EPA Substance Registry System: methyl 3-acetoxy-3-(4-chlorophenyl)-2-methylenepropanoate(131469-72-2)

Safety Data

• Hazardous Substances Data: 131469-72-2(Hazardous Substances Data)

Upstream product

• 108-24-7 acetic anhydride 
• 131469-67-5 methyl 2-[1-hydroxy-1-(4-chlorophenyl)methyl]acrylate 
• 104-88-1 4-chlorobenzaldehyde 
• 75-36-5 acetyl chloride 

Downstream Products

• 117763-47-0 methyl 3-(4-chlorophenyl)-2-methylpropanoate 
• 853194-99-7 2-aminomethyl-3-(4-chlorophenyl)acrylic acid methyl ester 
• 847946-21-8 2-[(4-chloro-phenyl)-phenylamino-methyl]-acrylic acid methyl ester 
• 896710-29-5 3-(4-chlorophenyl)-2-methylene-4-nitro-pentanedioic acid 5-ethyl ester 1-methyl ester 
• 884537-10-4 4-acetyl-3-(4-chlorophenyl)-2-methylene-5-oxohexanoic acid methyl ester 
• 1026885-54-0 C₂₄H₁₉ClO₃ 
• 1018071-44-7 C₁₇H₁₅BrClNO₂ 
• 1026729-69-0 (3E)-3-(4-chlorobenzylidene)-5-(5-chloro-2-methoxybenzyl)tetrahydro-2H-pyran-2-one 

Relevant articles and documents

Organocatalyzed Decarboxylative Trichloromethylation of Morita–Baylis–Hillman Adducts in Batch and Continuous Flow

Two protocols for the organocatalyzed decarboxylative trichloromethylation of Morita–Baylis–Hillman (MBH) substrates have been developed. Applying sodium trichloroacetate, as the trichloromethyl anion precursor, in combination with an organocatalyst and a

Novel organophosphorus scaffolds of urease inhibitors obtained by substitution of Morita-Baylis-Hillman adducts with phosphorus nucleophiles

The reactivity of Morita-Baylis-Hillman allyl acetates was employed to introduce phosphorus-containing functionalities to the side chain of the cinnamic acid conjugated system by nucleophilic displacement. The proximity of two acidic groups, the carboxyla

One-pot synthesis of allyl thioacetate from benzaldehydes and activated alkenes using the Morita-Baylis-Hillman reaction as a key step

An efficient, regioselective and steresoselecitive one-pot protocol for the synthesis of (Z)-S-2-alkoxycarbonyl-3-acylallyl ethanethioates and (E)-S-2-cyano-3-acylallyl ethanethioates from benzaldehydes and activated alkenes (methyl acrylate and acrylonit

Transition-Metal-Free Cascade Synthesis of 4-Quinolones: Umpolung of Michael Acceptors via Ene Reaction with Arynes

A novel "one-pot" aryne transformation is described that affords various 4-quinolone derivatives without recourse to transition-metal catalysis. Arynes react with aza-Morita-Baylis-Hillman (AMBH) adducts through a cascade sequence involving an insertion/c

A versatile approach to noncoded β-hydroxy-α-amino esters and α-amino acids/esters from morita-baylis-hillman adducts

A simple and straightforward approach to the diastereoselective synthesis of noncoded β-hydroxy-α-amino esters from Morita-Baylis-Hillman (MBH) adducts is described. The strategy is based on a one-pot sequence involving an oxidative cleavage of the double bond of silylated Morita-Baylis-Hillman adducts, followed by the reaction with hydroxylamine hydrochloride/pyridine to form oximes. The stereoselective reduction of the oximes with the mixture MoCl5·nH2O/NaBH3CN led to the corresponding anti-β-hydroxy-α-amino esters in four steps in good overall yield and with diastereoselectivity higher than 95%. A slight modification of the synthetic approach has allowed for the racemic synthesis of a set of noncoded α-amino esters/acids and DOPA

N-bromosuccinimide-mediated radical cyclization of 3-arylallyl azides: Synthesis of 3-substituted quinolines

Visible light irradiation of N-bromosuccinimide serves as an effective means to convert methyl 2-(azidomethyl)-3-arylpropenoates and 2-(azidomethyl)-3-arylacrylonitriles to the corresponding iminyl radicals via ?±-hydrogen abstraction and subsequent extrusion of dinitrogen. Thus formed iminyl radicals then undergo intramolecular ortho attack on the aryl ring, affording methyl quin-oline-3-carboxylates and quinoline-3-carbonitriles respectively.

Synthesis, characterization and antimicrobial activity of some new Baylis-Hillman derived benzothiazolo pyrimidinone derivatives

A series of Baylis-Hillman derived 22 new benzothiazolo pyrimidinone derivatives have been synthesized from Baylis-Hillman acetates and 2-amino benzothiazole under neat conditions with high yields. All the newly synthesized compounds have been characteriz

Heterocycles from Morita-Baylis-Hillman adducts: Synthesis of 5-oxopyrazolidines, arylidene-5-oxopyrazolidines, and oxo-2,5-dihydro-pyrazols

Starting from Morita-Baylis-Hillman (MBH) adducts, an approach for the synthesis of oxopyrazolidines, arylidene-oxopyrazolidines, and oxo-2,5-dihydropyrazoles is described. The method is based on a tandem process involving a Michael addition of amino-guan

Synthesis and evaluation of novel 2-pyridone derivatives as inhibitors of phosphodiesterase3 (PDE3): A target for heart failure and platelet aggregation

Twenty-six 2-pyridone derivatives (8a-8z), which are structurally analogous to amrinone and milrinone two important cardiotonic drugs, are synthesized and characterized. The synthesis of 2-pyridone derivatives involves addition, followed by cyclization be

A general approach to the synthesis of β2-amino acid derivatives via highly efficient catalytic asymmetric hydrogenation of α-aminomethylacrylates

A new strategy was developed for the synthesis of a valuable class of α-aminomethylacrylates via the Baylis-Hillman reaction of different aldehydes with methyl acrylate followed by acetylation of the resulting allylic alcohols and SN2′-type amination of the allylic acetates. Asymmetric hydrogenation of these diverse olefinic precursors using rhodium(Et-Duphos) catalysts provided the corresponding β2-amino acid derivatives with excellent enantioselectivities and exceedingly high reactivities (up to >99.5% ee and S/C=10,000). The first hydrogenation of (Z)-configurated substrates was studied for the synthesis of β2-amino acid derivatives. The high influence of the substrate geometry and steric hindrance on the reactivity and enantioselectivity was also disclosed for this reaction. This protocol provides a highly practical, facile and scalable method for the preparation of optically pure β2- amino acids and their derivatives under mild reaction conditions.