4876-02-2

Basic information

• Product Name: N-[2-(3,4-dimethoxyphenyl)ethyl]-2-phenylacetamide
• Synonyms: benzeneacetamide, N-[2-(3,4-dimethoxyphenyl)ethyl]-
• CAS NO: 4876-02-2
• Molecular Formula: C₁₈H₂₁NO₃
• Molecular Weight: 299.3642
• Mol File: 4876-02-2.mol
• Article Data: 22

Chemical Properties

• Boiling Point: 510.4°C at 760 mmHg
• Flash Point: 262.5°C
• Density: 1.109g/cm³
• Vapor Pressure: 1.55E-10mmHg at 25°C
• Refractive Index: 1.554
• CAS DataBase Reference: N-[2-(3,4-dimethoxyphenyl)ethyl]-2-phenylacetamide(CAS DataBase Reference)
• NIST Chemistry Reference: N-[2-(3,4-dimethoxyphenyl)ethyl]-2-phenylacetamide(4876-02-2)
• EPA Substance Registry System: N-[2-(3,4-dimethoxyphenyl)ethyl]-2-phenylacetamide(4876-02-2)

Safety Data

• Hazardous Substances Data: 4876-02-2(Hazardous Substances Data)

Upstream product

• 120-20-7 2-(3,4-dimethoxyphenyl)-ethylamine 
• 101-97-3 Ethyl 2-phenylethanoate 
• 103-82-2 phenylacetic acid 
• 120-14-9 3,4-dimethoxy-benzaldehyde 
• 39220-86-5 2-nitro-1-(3,4-dimethoxyphenyl)ethanol 
• 101-94-0 p-tolyl phenylacetate 
• 103-80-0 phenylacetyl chloride 

Downstream Products

• 4876-00-0 1-benzyl-6,7-dimethoxy-3,4-dihydro-isoquinoline 
• 63925-47-3 N-(2-phenylethyl)-2-(3,4-dimethoxyphenyl)ethylamine 
• 20226-04-4 1-benzyl-6,7-dimethoxy-3,4-dihydroisoquinoline-hydrochloride 
• 121089-87-0 N-(4,5-dimethoxy-2-(2-phenylacetyl)phenethyl)acetamide 
• 340829-09-6 7,8-Dimethoxy-1-methyl-5-((E)-styryl)-3,4-dihydro-isoquinoline 
• 204002-23-3 7,8-Dimethoxy-1-methyl-5-((E)-styryl)-1,2,3,4-tetrahydro-isoquinoline 
• 204002-21-1 N-{2-[4,5-Dimethoxy-2-((E)-styryl)-phenyl]-ethyl}-acetamide 
• 340829-04-1 N-(2-(1-hydroxy-2-phenylethyl)-4,5-dimethoxyphenethyl)acetamide 
• 204002-24-4 7,8-Dimethoxy-1-methyl-5-((E)-styryl)-3,4-dihydro-1H-isoquinoline-2-carboxylic acid ethyl ester 
• 22190-45-0 (6,7-dimethoxy-3,4-dihydroisoquinolin-1-yl)(phenyl)methanone 
• 20359-09-5 (6,7-dimethoxy-3,4-dihydroisoquinolin-1-yl)(phenyl)methanone 

Relevant articles and documents

Enhancement of the carbamate activation rate enabled syntheses of tetracyclic benzolactams: 8-oxoberbines and their 5- And 7-membered C-ring homologues

A route to the direct amidation of aromatic-ring-tetheredN-carbamoyl tetrahydroisoquinoline substrates was developed. This route enabled general access to 8-oxoberberines and their 5- and 7- membered C-ring homologues. It overcomes the undesired tandem side-reactions that result in the destruction of the isoquinoline backbone, which inevitably occurred under our previously reported superacidic carbamate activation method.

Development of Pd(OAc)2-catalyzed tandem oxidation of C[sbnd]N, C[sbnd]C, and C(sp3)–H bonds: Concise synthesis of 1-aroylisoquinoline, oxoaporphine, and 8-oxyprotoberberine alkaloids

A catalytic tandem oxidation of C[sbnd]N, C[sbnd]C, and C(sp3)–H bonds is developed. This tandem oxidation is applied to two-step total syntheses of papaveraldine and pulcheotine A. Additionally, the total synthesis of liriodenine is achieved in six steps from homopiperonyl alcohol and 2-bromophenylacetonitrile by applying this catalytic tandem oxidation. Moreover, the direct conversion of xylopinine to 8-oxypseudopalmatine in a 76% yield demonstrates the versatility of this catalytic reaction.

Application of differential reactivity towards synthesis of lamellarin and 8-oxoprotoberberine derivatives: Study of photochemical properties of aryl-substituted benzofuran-8-oxoprotoberberines

A unique differential reactivity between dihydroisoquinolines and 3-nitrocoumarins was observed and was exploited for the efficient construction of lamellarins and their isomeric benzofuran-8-oxoprotoberberine derivatives under acid-catalyzed or base-promoted conditions. Further, these prepared aryl-substituted benzofuran-8-oxoprotoberberine derivatives bearing electron-donating substituents on benzofuran moiety are found to be benchtop stable but light-sensitive, and can undergo oxidative ring-opening reaction to give the corresponding keto products when exposed to visible light under aerobic conditions.