130236-78-1

Basic information

• Product Name: N-methoxy-N-methyl-2-(4-methylphenyl)acetamide
• Synonyms: N-methoxy-N-methyl-2-(4-methylphenyl)acetamide
• CAS NO: 130236-78-1
• Molecular Weight: 193.246
• Mol File: 130236-78-1.mol
• Article Data: 9

Chemical Properties

• CAS DataBase Reference: N-methoxy-N-methyl-2-(4-methylphenyl)acetamide(CAS DataBase Reference)
• NIST Chemistry Reference: N-methoxy-N-methyl-2-(4-methylphenyl)acetamide(130236-78-1)
• EPA Substance Registry System: N-methoxy-N-methyl-2-(4-methylphenyl)acetamide(130236-78-1)

Safety Data

• Hazardous Substances Data: 130236-78-1(Hazardous Substances Data)

Upstream product

• 6638-79-5 N,O-dimethylhydroxylamine*hydrochloride 
• 35675-44-6 4-methylphenylacetyl chloride 
• 622-47-9 4-tolylacetic acid 

Downstream Products

• 1365391-75-8 ethyl 7-{(2R)-2-[(1E,3S)-3-hydroxy-4-(4-methylphenyl)-1-buten-1-yl]-5-oxo-1-pyrrolidinyl}heptanoate 
• 494221-76-0 7-{(2R)-2-[(1E,3S)-3-hydroxy-4-(4-methylphenyl)but-1-enyl]-5-oxopyrrolidin-1-yl}heptanoic acid 
• 52344-41-9 dimethyl [3-(4-methylphenyl)-2-oxopropane]phosphonate 
• 2430-99-1 1-phenyl-2-p-tolylethanone 
• 28384-49-8 1-phenyl-2-(p-tolyl)prop-2-en-1-one 
• 1350720-87-4 4-phenyl-1-(p-tolyl)but-3-yn-2-one 

Relevant articles and documents

Stereoselective synthesis of 2-aryl-4-en-1-ols, promising synthons for the preparation of oxygen heterocycles

Reactions of arylacetic acids with N-methoxymethanamine afford corresponding Weinreb amides which at alkenylation with methallyl and prenyl bromides in the presence of (Me3Si)2N–Na+ form unsaturated amides ArCHRCONMe(OMe) (R = CH2CMe=CH2, CH2C=CMe2). Amides readily react with BuLi and BnMgCl to give ketones ArCHRCOR' (R' = Bu, Bn). A stereoselective reduction of the latter with LiBH(s-Bu)3 leads to a quantitative formation of syn-isomers of 2-aryl-4-en-1-ols.

Aerobic Asymmetric Dehydrogenative Cross-Coupling between Two C sp 3 -H Groups Catalyzed by a Chiral-at-Metal Rhodium Complex

A sustainable C-C bond formation is merged with the catalytic asymmetric generation of one or two stereocenters. The introduced catalytic asymmetric cross-coupling of two Csp3-H groups with molecular oxygen as the oxidant profits from the oxidative robustness of a chiral-at-metal rhodium(III) catalyst and exploits an autoxidation mechanism or visible-light photosensitized oxidation. In the latter case, the catalyst serves a dual function, namely as a chiral Lewis acid for catalyzing enantioselective enolate chemistry and at the same time as a visible-light-driven photoredox catalyst. Green stuff: A sustainable C-C bond formation is merged with the catalytic asymmetric generation of one or two stereocenters by combining asymmetric enolate chemistry with either autoxidation or visible-light photosensitized oxidation. The robustness of a chiral-at-metal rhodium(III) catalyst serves to facilitate the reaction. PMP=para-methoxyphenyl, TFA=trifluoroacetic acid.

Enantioselective Addition of Alkynyl Ketones to Nitroolefins Assisted by Br?nsted Base/H-Bonding Catalysis

Various sets of enolizable alkynyl ketones (including methyl ynones with α-aryl, α-alkenyl, and α-alkoxy groups) were able to react smoothly with nitroolefins with the assistance of bifunctional Br?nsted base/H-bond catalysts to provide adducts with two consecutive tertiary stereocenters in a highly diastereo- and enantioselective fashion. Further transformation of the obtained adducts into optically active acyclic and polycyclic molecules, including some with intricate carbon skeletons, was also demonstrated.

Enantioselective Mannich Reaction Employing 1,3,5-Triaryl-1,3,5-triazinanes Catalyzed by Chiral-at-Metal Rhodium Complexes

Chiral-at-metal RhIII complexes catalyze the efficient enantioselective Mannich reaction of 2-acyl imidazoles with 1,3,5-triazinanes, affording the corresponding adducts in 81–99 % yield with up to >99 % enantioselectivity. This protocol performs with 0.1 mol-% of RhIII complex on gram scale without any loss in enantioselectivity.