91246-99-0

Basic information

• Product Name: 2,2-dimethyl-3-hydroxy-3-phenylpropionamide
• Synonyms: 2,2-dimethyl-3-hydroxy-3-phenylpropionamide
• CAS NO: 91246-99-0
• Molecular Weight: 193.246
• Mol File: 91246-99-0.mol

Chemical Properties

• CAS DataBase Reference: 2,2-dimethyl-3-hydroxy-3-phenylpropionamide(CAS DataBase Reference)
• NIST Chemistry Reference: 2,2-dimethyl-3-hydroxy-3-phenylpropionamide(91246-99-0)
• EPA Substance Registry System: 2,2-dimethyl-3-hydroxy-3-phenylpropionamide(91246-99-0)

Safety Data

• Hazardous Substances Data: 91246-99-0(Hazardous Substances Data)

Usage

General Description

2,2-dimethyl-3-hydroxy-3-phenylpropionamide is a chemical compound with a molecular formula C12H17NO2. It is a derivative of 3-hydroxy-3-phenylpropionamide, with the addition of two methyl groups on the carbon 2 position. 2,2-dimethyl-3-hydroxy-3-phenylpropionamide is commonly used as a pharmaceutical intermediate in the synthesis of various medications and can act as an inhibitor of certain enzymes. Its structure and properties make it useful in drug development and research as well as in the production of certain chemical compounds.

Upstream product

• 20769-85-1 2-bromoisobutyric acid bromide 
• 100-52-7 benzaldehyde 
• 50654-42-7 3-hydroxy-2,2-dimethyl-3-phenylproprionitrile 
• 7391-73-3 2,2-dimethyl-3-oxo-3-phenylpropanenitrile 

Relevant articles and documents

Synthesis of β-hydroxyamides through ruthenium-catalyzed hydration/transfer hydrogenation of β-ketonitriles in water: Scope and limitations

A cascade process for the straightforward one-pot conversion of β-ketonitriles into β-hydroxyamides is presented. The process, that proceeds in water employing the arene-ruthenium(II) complex [RuCl2(η6-p-cymene){P(4-C6H4F)2Cl}] as catalyst in combination with sodium formate, involves the initial hydration of the β-ketonitrile substrates to generate the corresponding β-ketoamide intermediates, which subsequently undergo the transfer hydrogenation (TH) of the carbonyl group. Employing a family of forty different β-ketonitriles, featuring diverse substitution patterns, the scope and limitations of the process have been established.

Ruthenium-Catalyzed Synthesis of β-Hydroxyamides from β-Ketonitriles in Water

An unprecedented hydration/transfer hydrogenation tandem process for the catalytic conversion of β-ketonitriles into synthetically useful β-hydroxyamides in water has been developed, making use of the ruthenium(II) complex [RuCl2(η6-

One-pot nitrile aldolization/hydration operation giving β-hydroxy carboxamides

Rhodium to the rescue: The formal aldol products of carboxamides (CONH 2) were obtained by using a RhI(OR) (R=H, Me) catalyst under essentially neutral pH and ambient conditions. This novel aldol strategy is based on the catalytic al

Chromium-mediated aldol and homoaldol reactions on solid support directed towards an iterative polyol strategy

Chromium-Reformatsky and chromium-homoaldol reactions run under neutral and mild reaction conditions. They are highly chemoselective, tolerant towards most common functional groups, and are not prone to retroaldol reactions. Initial studies directed to transfer these homogeneous chromium-mediated solution-phase reactions to solid phase are presented. The main objective was to develop a methodology to aid a combinatorial iterative strategy to polyols (polyketides) on solid phase. A general reactivity problem was observed with polystyrene based resins compared to the solution-phase reactions, independent if the electrophilic (aldehyde) or nucleophilic (bromide) end of the polyol chain was supported to the resin. A complicated penetration, or loss of the polar solvent environment after penetration into the resin, might be responsible for the reduced reactivity. Application of either a soluble polystyrene resin or a polystyrene resin with a polar polyethylene glycol tether resulted in improved yields.