22621-54-1

Basic information

• Product Name: Propanedioic acid, [(2-methoxyphenyl)methylene]-, dimethyl ester
• CAS NO: 22621-54-1
• Molecular Formula: C13H14O5
• Molecular Weight: 250.251
• Mol File: 22621-54-1.mol
• Article Data: 8

Chemical Properties

• CAS DataBase Reference: Propanedioic acid, [(2-methoxyphenyl)methylene]-, dimethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Propanedioic acid, [(2-methoxyphenyl)methylene]-, dimethyl ester(22621-54-1)
• EPA Substance Registry System: Propanedioic acid, [(2-methoxyphenyl)methylene]-, dimethyl ester(22621-54-1)

Safety Data

• Hazardous Substances Data: 22621-54-1(Hazardous Substances Data)

Upstream product

• 6850-57-3 2-methoxybenzylamine 
• 108-59-8 malonic acid dimethyl ester 
• 135-02-4 ortho-anisaldehyde 

Downstream Products

• 22621-55-2 <2-Methoxy-benzyliden>-malonsaeure-monomethylester 
• 138334-78-8 2-[2-(5-Chloro-2-nitro-phenyl)-1-(2-methoxy-phenyl)-ethyl]-malonic acid dimethyl ester 
• 84385-05-7 methyl (Z)-3-(2-methoxyphenyl)acrylate 
• 98288-15-4 methyl 2-methoxycinnamate 
• 222050-39-7 (3R)-tert-butyl 4,4-dicarbomethoxy-3-(2-methoxyphenyl)butanethioate 
• 67-56-1 methanol 
• 138334-97-1 (3S,4S)-7-Chloro-3-hydroxy-4-(2-methoxy-phenyl)-1,3,4,5-tetrahydro-benzo[b]azepin-2-one 
• 138334-97-1 (3R,4S)-7-Chloro-3-hydroxy-4-(2-methoxy-phenyl)-1,3,4,5-tetrahydro-benzo[b]azepin-2-one 
• 138334-37-9 Acetic acid (3S,4R)-7-chloro-1-(2-dimethylamino-ethyl)-4-(2-methoxy-phenyl)-2-oxo-2,3,4,5-tetrahydro-1H-benzo[b]azepin-3-yl ester 
• 1110700-53-2 dimethyl 2-(2-methoxyphenyl)cyclopropane-1,1-dicarboxylate 

Relevant articles and documents

Protic Ionic Liquid as Reagent, Catalyst, and Solvent: 1-Methylimidazolium Thiocyanate

We propose a new concept of the triple role of protic ionic liquids with nucleophilic anions: a) a regenerable solvent, b) a Br?nsted acid inducing diverse transformations via general acid catalysis, and c) a source of a nucleophile. The efficiency of this strategy was demonstrated using thiocyanate-based protic ionic liquids for the ring-opening of donor-acceptor cyclopropanes. A wide variety of activated cyclopropanes were found to react with 1-methylimidazolium thiocyanate under mild metal-free conditions via unusual nitrogen attack of the ambident thiocyanate ion on the electrophilic center of the three-membered ring affording pyrrolidine-2-thiones bearing donor and acceptor substituents at the C(5) and C(3) atoms, respectively, in a single time-efficient step. The ability of 1-methylimidazolium thiocyanate to serve as a triplex reagent was exemplarily illustrated by (4+2)-annulation with 1-acyl-2-(2-hydroxyphenyl)cyclopropane, epoxide ring-opening and other organic transformations.

Metal free biomimetic deaminative direct C-C coupling of unprotected primary amines with active methylene compounds

An unprecedented direct C-C coupling reaction of unprotected primary amines with active methylene compounds is reported. The reaction involves a biomimetic deamination of amines which was achieved under conditions free of metallic reagents and strong oxidizing agents. A wide range of primary amines was reacted with different active methylene compounds to provide structurally diverse trisubstituted alkenes and dihydropyridines. A kinetic study revealed an activation barrier of 10.1 kcal mol-1 for the conversion of a key intermediate of the reaction.

Indium(III)-catalyzed knoevenagel condensation of aldehydes and activated methylenes using acetic anhydride as a promoter

The combination of a catalytic amount of InCl3 and acetic anhydride remarkably promotes the Knoevenagel condensation of a variety of aldehydes and activated methylene compounds. This catalytic system accommodates aromatic aldehydes containing a variety of electron-donating and -withdrawing groups, heteroaromatic aldehydes, conjugate aldehydes, and aliphatic aldehydes. Central to successfully driving the condensation series is the formation of a geminal diacetate intermediate, which was generated in situ from an aldehyde and an acid anhydride with the assistance of an indium catalyst.