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 
• 104-88-1 4-chlorobenzaldehyde 
• 6529-53-9 1-(2-bromoethyl)-4-chlorobenzene 
• 6279-86-3 methanetricarboxylic acid triethyl ester 
• 622-95-7 4-chlorobenzyl bromide 
• 873-76-7 para-Chlorobenzyl alcohol 

Downstream Products

• 2019-34-3 3-(4-chlorophenyl)propanoic acid 
• 70146-84-8 (4-chloro-benzyl)-methyl-malonic acid diethyl ester 
• 21405-64-1 <(4-chlorophenyl)methyl>propanedioic acid 
• 874533-16-1 (4-chloro-benzyl)-malonic acid diamide 
• 93997-17-2 2-(4-chloro-benzyl)-2-[2-(dimethylamino)ethyl]malonic acid diethyl ester 
• 111654-32-1 2-(4-Chloro-benzyl)-2-isopropyl-malonic acid diethyl ester 
• 134261-25-9 2-(4-Chloro-benzyl)-2-(4,4-dimethyl-2-methylene-pentyl)-malonic acid diethyl ester 
• 134260-83-6 6-Chloro-4-(2,2-dimethyl-propyl)-4-methyl-3,4-dihydro-1H-naphthalene-2,2-dicarboxylic acid diethyl ester 
• 134261-13-5 (3R,5S)-3-(4-Chloro-benzyl)-5-(2,2-dimethyl-propyl)-5-methyl-2-oxo-tetrahydro-furan-3-carboxylic acid ethyl ester 
• 134261-14-6 (3R,5R)-3-(4-Chloro-benzyl)-5-(2,2-dimethyl-propyl)-5-methyl-2-oxo-tetrahydro-furan-3-carboxylic acid ethyl ester 
• 134261-26-0 2,3-Bis-(4-chloro-benzyl)-2,3-bis-ethoxycarbonyl-succinic acid diethyl ester 
• 134286-49-0 (1S,2R)-7-Chloro-1,4-dihydro-2H-naphthalene-1,2,3,3-tetracarboxylic acid tetraethyl ester 
• 134260-88-1 6-Chloro-4-((E)-propenyl)-3,4-dihydro-1H-naphthalene-2,2-dicarboxylic acid diethyl ester 
• 134261-20-4 2-((E)-2-Acetoxy-pent-3-enyl)-2-(4-chloro-benzyl)-malonic acid diethyl ester 

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.

Anodic benzylic C(sp3)-H amination: Unified access to pyrrolidines and piperidines

An electrochemical aliphatic C-H amination strategy was developed to access the important heterocyclic motifs of pyrrolidines and piperidines within a uniform reaction protocol. The mechanism of this unprecedented C-H amination strategy involves anodic C-H activation to generate a benzylic cation, which is efficiently trapped by a nitrogen nucleophile. The applicability of the process is demonstrated for 40 examples comprising both 5- and 6-membered ring formations.

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.