37556-13-1

Basic information

• Product Name: Propanedioic acid, [(4-chlorophenyl)methyl]-, diethyl ester
• CAS NO: 37556-13-1
• Molecular Formula: C14H17ClO4
• Molecular Weight: 284.74
• Mol File: 37556-13-1.mol
• Article Data: 22

Chemical Properties

• CAS DataBase Reference: Propanedioic acid, [(4-chlorophenyl)methyl]-, diethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Propanedioic acid, [(4-chlorophenyl)methyl]-, diethyl ester(37556-13-1)
• EPA Substance Registry System: Propanedioic acid, [(4-chlorophenyl)methyl]-, diethyl ester(37556-13-1)

Safety Data

• Hazardous Substances Data: 37556-13-1(Hazardous Substances Data)

Upstream product

• 996-82-7 sodium diethylmalonate 
• 104-83-6 1-Chloro-4-(chloromethyl)benzene 
• 105-53-3 diethyl malonate 
• 6827-40-3 diethyl 4-chlorobenzylidenemalonate 
• 622-95-7 4-chlorobenzyl bromide 
• 873-76-7 para-Chlorobenzyl alcohol 
• 6279-86-3 methanetricarboxylic acid triethyl ester 
• 6529-53-9 1-(2-bromoethyl)-4-chlorobenzene 
• 104-88-1 4-chlorobenzaldehyde 

Downstream Products

• 64473-35-4 3-(4-chlorophenyl)propyl bromide 
• 6282-88-8 3-(p-chlorophenyl)propanol 
• 1353886-55-1 ethyl 3-(4-chlorophenyl)-2-(hydroxyimino)propionate 
• 29622-19-3 (±)-ethyl 2-amino-3-(4-chlorophenyl)propanoate 
• 1608506-12-2 C₁₇H₂₀ClNO₄ 
• 1608506-58-6 C₁₂H₁₄ClN₃O₂ 
• 1608506-48-4 C₁₂H₁₃ClN₄ 
• 1608506-28-0 C₁₂H₁₄ClNO 
• 1608506-20-2 C₁₄H₁₆ClNO₂ 
• 1608506-68-8 C₁₂H₁₃Cl₂N₃O 

Relevant articles and documents

Environmentally benign nucleophilic substitution reaction of arylalkyl halides in water using CTAB as the inverse phase transfer catalyst

An environmentally benign, practically scalable and highly selective C-arylalkylation of active methylene compounds is developed using CTAB as the inverse phase transfer catalyst in water. The methodology developed is elaborated into the one-pot synthesis of quinoline derivatives and also applicable to the regioselective N-aralkyl of 2-pyridones.

Unnatural α-amino ethyl esters from diethyl malonate or ethyl β-bromo-α-hydroxyiminocarboxylate

We have explored here the scope of the age-old diethyl malonate-based accesses to α-amino esters involving Knoevenagel condensations of diethyl malonate on aldehydes, reductions of the resulting alkylidenemalonates, the preparation of the corresponding α-hydroxyimino esters and their final reduction. This synthetic pathway turned out to be general although some unexpected limitations were encountered. The synthetic modifications of some of the intermediates - using Suzuki-Miyaura coupling or cycloadditions - before undertaking the oximation step - provided accesses to further α-amino esters. Moreover, other pathways to α-hydroxyimino esters were explored including an attempt to improve the cycloadditions between ethyl β-bromo-α-hydroxyiminocarboxylate and various alkylfuranes.

Biocatalytic Desymmetrization of Prochiral 3-Aryl and 3-Arylmethyl Glutaramides: Different Remote Substituent Effect on Catalytic Efficiency and Enantioselectivity

Catalyzed by an amidase-containing Rhodococcus erythropolis AJ270 microbial whole cell catalyst in neutral phosphate buffer at 30 °C, desymmetric hydrolysis of a series of prochiral 3-aryl and 3-arylmethylglutaramides efficiently afforded 3-substituted glutaric acid monoamides in up to 95% yield and >99.5% ee. Even far away from the reaction site, the substituents on the aryl still have a significant effect on the catalytic activity and enantioselectivity and different remote substituent effect was observed for the two types of substrates. The synthetic application of biocatalytic desymmetrization was demonstrated by the facile transformation of the obtained enantiopure (R)-3-substituted 4-carbamoylbutanoic acid products to chiral dihydroquinolinone and δ-lactone compounds. (Figure presented.).