51804-83-2

Basic information

• Product Name: N,N-Diisopropyl-2-oxo-2-phenyl-acetamide
• Synonyms: N,N-Diisopropyl-2-oxo-2-phenyl-acetamide
• CAS NO: 51804-83-2
• Molecular Weight: 233.31
• Mol File: 51804-83-2.mol

Chemical Properties

• CAS DataBase Reference: N,N-Diisopropyl-2-oxo-2-phenyl-acetamide(CAS DataBase Reference)
• NIST Chemistry Reference: N,N-Diisopropyl-2-oxo-2-phenyl-acetamide(51804-83-2)
• EPA Substance Registry System: N,N-Diisopropyl-2-oxo-2-phenyl-acetamide(51804-83-2)

Safety Data

• Hazardous Substances Data: 51804-83-2(Hazardous Substances Data)

Upstream product

• 100-52-7 benzaldehyde 
• 116858-82-3 (N,N-diisopropylcarbamoyl)(trimethyl)stannane 
• 98-86-2 acetophenone 
• 25726-04-9 phenylglyoxylyl chloride 
• 108-18-9 diisopropylamine 
• 19009-39-3 N,N-diisopropylcarbamoyl chloride 
• 98-88-4 benzoyl chloride 
• 34251-46-2 N,N-diisopropylphenylacetamide 
• 2700-30-3 N,N-diisorpopylformamide 
• 93-89-0 benzoic acid ethyl ester 

Downstream Products

• 64201-09-8 3-isopropyl-2,2-dimethyl-5-phenyl-oxazolidin-4-one 
• 64201-03-2 3-hydroxy-1-isopropyl-4,4-dimethyl-3-phenyl-azetidin-2-one 
• 2019-71-8 N,N-dimethyl-2-phenyl-2-hydroxyacetamide 
• 611-71-2 MANDELIC ACID 
• 64201-03-2 3-Hydroxy-1-isopropyl-4,4-dimethyl-3-phenyl-azetidin-2-one 
• 64201-03-2 3-hydroxy-1-isopropyl-4,4-dimethyl-3-phenylazetidin-2-one 
• 113791-29-0 (+)-3-hydroxy-1-isopropyl-4,4-dimethyl-3-phenylazetidin-2-one 
• 51804-81-0 α-hydroxy-N,N-bis(1-methylethyl)benzeneacetamide 
• 71910-59-3 2-hydroxy-N-isopropyl-2-phenylacetamide 
• 4358-87-6 (RS)-methyl mandelate 

Relevant articles and documents

Pd(OAc)2-Catalyzed Asymmetric Hydrogenation of α-Iminoesters

An efficient Pd(OAc)2-catalyzed asymmetric hydrogenation of α-iminoesters was realized for the first time at 1 atm hydrogen pressure and room temperature. Pd(OAc)2, a less expensive Pd salt with low toxicity, was found to be the most suitable catalyst precursor rather than Pd(TFA)2 which is usually the catalyst of choice for homogeneous asymmetric hydrogenation. The chiral α-arylglycine fragments are widely found in many chiral products and bioactive molecules.

Cu(i)-Functionalized SBA-16: An efficient catalyst for the synthesis of α-ketoamides under moderate conditions

An efficient catalyst based on the cage-like mesoporous material SBA-16 as the support and Cu(i) as active sites has been successfully prepared. The catalyst demonstrated high catalytic activity (up to 88%) in the direct oxidative synthesis of α-ketoamides between acetophenone and piperidine, employing O2 from open air as the oxidant without other additives. A heterogeneous catalyst was applied in this reaction for the first time, and the catalyst could be easily separated from the reaction system by filtration and reused several times without a significant loss of activity.

Generation and Reaction of Carbamoyl Anions in Flow: Applications in the Three-Component Synthesis of Functionalized α-Ketoamides

Using a flow microreactor system, carbamoyllithium compounds were successfully generated and used for reactions with electrophiles to give various amides, including α-ketoamides. The present method could be applied to the three-component synthesis of functionalized α-ketoamides using a carbamoyllithium compound, methyl chloroformate, and a functionalized organolithium reagent. Go with the flow: Using a flow microreactor system, carbamoyllithium compounds were successfully generated and used to react with electrophiles to give various amides, including α-ketoamides. The method was applied to the three-component synthesis of functionalized α-ketoamides using a carbamoyllithium compound, methyl chloroformate, and a functionalized organolithium reagent. PMB=p-methoxybenzyl; FG=functional group.

Cesium carbonate promoted aerobic oxidation of arylacetamides: an efficient access to N-substituted α-keto amides

A novel cesium carbonate promoted aerobic oxidation reaction to prepare N-substituted α-keto amides in the presence of catalytic amount of tetra-n-butylammonium bromide was described. This reaction provides a very simple and convenient route from easily a

Reactions of a Carbamoylstannane with Acid Chlorides: Highly Efficient Synthesis of α-Oxo Amides

Treatment of acid chlorides with a carbamoylstannane under mild conditions (mostly rt for a few hours) affords α-oxo amides in high yields. Vicinal polycarbonyl compounds are also obtained, although spontaneous decarbonylation occasionally occurs.

Generation of di-isopropylcarbamoyl-lithium from NN-di-isopropylformamide and t-butyl-lithium. Syntheses of α-hydroxy- and α-oxo-amides

Detailed investigations of reaction conditions for optimum formation of di-isopropylcarbamoyl-lithium from NN-di-isopropylformamide and organolithium reagents have led to the development of a nearly quantitative procedure, using t-butyl-lithium in diethyl ether-tetrahydrofuran-pentane (4:4:1) at -95 °C. The species so formed reacts with electrophiles such as aldehydes, ketones, esters, and D2O to give high yields of the expected products. Less reactive electrophiles such as alkyl iodides also react, but yields are lower and these reactions are of little synthetic significance. Benzyl bromide is sufficiently reactive, but the initial product is acidic, so that deprotonation and further alkylation occur.