96392-53-9

Basic information

• Product Name: N-(2-hydroxy-1-phenylethyl)benzamide
• Synonyms: N-(2-hydroxy-1-phenylethyl)benzamide
• CAS NO: 96392-53-9
• Molecular Weight: 241.29
• Mol File: 96392-53-9.mol
• Article Data: 8

Chemical Properties

• CAS DataBase Reference: N-(2-hydroxy-1-phenylethyl)benzamide(CAS DataBase Reference)
• NIST Chemistry Reference: N-(2-hydroxy-1-phenylethyl)benzamide(96392-53-9)
• EPA Substance Registry System: N-(2-hydroxy-1-phenylethyl)benzamide(96392-53-9)

Safety Data

• Hazardous Substances Data: 96392-53-9(Hazardous Substances Data)

Upstream product

• 24290-58-2 (-)-trans-1,2-dibenzoyl-3-phenylaziridine 
• 65309-87-7 (2R,3S)-phenyl-(3-phenylaziridin-2-yl)methanone 
• 24806-73-3 (-)-trans-2,4-diphenyl-5-benzoyl-2-oxazoline 
• 304-59-6 Rochelle's salt 
• 98-88-4 benzoyl chloride 
• 20989-17-7 Phenylglycinol 
• 875-74-1 (R)-phenylglycine 
• 98-91-9 thiobenzoic acid 
• 93-58-3 benzoic acid methyl ester 
• 62357-38-4 2-hydroxy-1-phenylethanaminium chloride 
• 100-51-6 benzyl alcohol 
• 176503-80-3 1-benzoylamino-2-chloro-1-phenylethane 
• 6097-58-1 ethyl 2-phenyl-2-aminoacetate 
• 614-47-1 1,3-diphenyl-propen-3-one 

Downstream Products

• 802590-15-4 C₁₅H₁₃NS 

Relevant articles and documents

Simple Synthesis of Amides via Their Acid Chlorides in Aqueous TPGS-750-M

The technology of surfactant chemistry is employed for amide bond construction via the reaction of acyl chlorides with amines in 2 wt % TPGS-750-M aqueous solution. Specifically, this highly efficient method enables a chromatography-free scalable process and recycling of the TPGS-750-M solution.

Resolution of racemic amines via lipase-catalyzed benzoylation: Chemoenzymatic synthesis of the pharmacologically active isomers of labetalol

Lipase-catalyzed benzoylation of amines was shown to be feasible, in some cases with high enantioselectivity, and the best results were obtained using immobilized lipase from Candida antarctica (Novozym 435) and methyl benzoate as acyl donor in the presence of molecular sieves. The procedure was optimized for the resolution of (±)-1-methyl-3-phenylpropylamine, a key intermediate in the synthesis of antihypertensive drug labetalol, and the enantiopure (R)-benzamide was then converted into the pharmacologically active isomers of the drug. In comparison with the reported synthesis of chiral isomers of labetalol, this chemoenzymatic route offers the advantage in the lack of any chiral stoichiometric auxiliary.

Iron-catalyzed benzamide formation. Application to the synthesis of moclobemide

A convenient and user-friendly method to yield benzamides from primary and secondary amines and various benzylic alcohols in the presence of a cheap iron salt (FeCl2$4H2O) and tert-butylhydroperoxide (70% in water) as a stoichiometric oxidant is described. Control experiments indicated that this reaction might involve radical species. This method proved to be general, generating a family of 30 benzamides and was applied to the preparative synthesis of anti-anxiety drug moclobemide.