103677-67-4

Basic information

• Product Name: 3-HYDROXY-N-(4-METHOXYPHENYL)BUTANAMIDE
• Synonyms: 3-HYDROXY-N-(4-METHOXYPHENYL)BUTANAMIDE;3-Hydroxy-4'-methoxybutyranilide;3-Hydroxy-N-(4-methoxyphenyl)butyramide;N-(4-Methoxyphenyl)-3-hydroxybutyramide
• CAS NO: 103677-67-4
• Molecular Formula: C₁₁H₁₅NO₃
• Molecular Weight: 209.24
• Mol File: 103677-67-4.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 3-HYDROXY-N-(4-METHOXYPHENYL)BUTANAMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-HYDROXY-N-(4-METHOXYPHENYL)BUTANAMIDE(103677-67-4)
• EPA Substance Registry System: 3-HYDROXY-N-(4-METHOXYPHENYL)BUTANAMIDE(103677-67-4)

Safety Data

• Hazardous Substances Data: 103677-67-4(Hazardous Substances Data)

Upstream product

• 5437-98-9 4'-methoxyacetoacetanilide 
• 99141-55-6 Z-5,6-dihydro-3-phenyl-5-(p-methoxyphenylcarbamoyl)methylene-4H-1,2,4-oxadiazine 
• 104-94-9 4-methoxy-aniline 
• 95152-22-0 (2E)-N-(4-methoxyphenyl)-2-butenamide 

Downstream Products

• 127604-11-9 (R)-3,3,3-Trifluoro-2-methoxy-2-phenyl-propionic acid (R)-1-methyl-2-phenylcarbamoyl-ethyl ester 
• 127604-13-1 (R)-3,3,3-Trifluoro-2-methoxy-2-phenyl-propionic acid (R)-2-(4-methoxy-phenylcarbamoyl)-1-methyl-ethyl ester 
• 127604-12-0 (R)-3,3,3-Trifluoro-2-methoxy-2-phenyl-propionic acid (S)-2-(4-methoxy-phenylcarbamoyl)-1-methyl-ethyl ester 
• 61999-49-3 1-(4-methoxyphenyl)-4-methyl-2-azetidinone 
• 127603-91-2 Methanesulfonic acid 2-(4-methoxy-phenylcarbamoyl)-1-methyl-ethyl ester 

Relevant articles and documents

Synthesis and Suzuki-Miyaura cross-coupling of enantioenriched secondary potassium β-trifluoroboratoamides: Catalytic, asymmetric conjugate addition of bisboronic acid and tetrakis(dimethylamino)diboron to α,β- unsaturated carbonyl compounds

Enantioenriched potassium β-trifluoroboratoamides have been synthesized via an asymmetric, copper-catalyzed 1,4-addition of tetrahydroxydiboron (BBA) and tetrakis(dimethylamino)-diboron to α,β-Unsaturated amides. These dibora reagents provide access to the desired organotri-fluoroborates using effective and atom economical sources of boron. The copper-catalyzed β-boration is extended to α,β- Unsaturated ketones and esters. The desired potassium organotrifluoroborates are synthesized with yields up to 92% and enantiomeric ratios up to 98:2. The enantioenriched potassium btrifluoroboratoamides are successfully cross-coupled with an array of aryl and heteroaryl chlorides in high yield with complete stereochemical fidelity as the transmetalation proceeds through an SE2 mechanism via an open transition state.

Stereospecific cross-coupling of secondary alkyl β- trifluoroboratoamides

The stereospecific cross-coupling of enantioenriched nonbenzylic secondary alkyl boron compounds has been achieved. The high selectivity toward product formation over an undesired β-H elimination pathway is achieved via an intramolecular coordination of an ancillary carbonyl to the metal center in the diorganopalladium intermediate.

Hydrogenolysis of the C-O Bond of the 1,2,4-Oxadiazine Ring. Adams Platinum Hydrogenation of 3-Aryl-5,6-dihydro-5-(substituted)-methylene-4H-1,2,4-oxadiazine Derivatives

Adams platinum hydrogenation of Z-3-aryl-5,6-dihydro-5-(substituted)methylene-4H-1,2,4-oxadiazine (1a-f) proceeds very slowly through C-O bond fission to give N-(1-substitutedcarbonyl-2-propylidene)benzamide oxime derivative 2 as the main product.In the reaction of 5-(arylcarbamoyl)methylene analogues 1d-f, 5-(arylcarbamoyl)methyl-5,6-dihydro-3-phenyl-4H-1,2,4-oxadiazine (4) and N-aryl-3-hydroxybutanamide derivative 5 are also obtained as well as compound 2.