79214-95-2

Basic information

• Product Name: 4-(cyanomethyl)-4-(3,4-dimethoxyphenyl)cyclohex-2-en-1-one
• Synonyms: 4-(cyanomethyl)-4-(3,4-dimethoxyphenyl)cyclohex-2-en-1-one
• CAS NO: 79214-95-2
• Molecular Weight: 271.316
• Mol File: 79214-95-2.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 4-(cyanomethyl)-4-(3,4-dimethoxyphenyl)cyclohex-2-en-1-one(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(cyanomethyl)-4-(3,4-dimethoxyphenyl)cyclohex-2-en-1-one(79214-95-2)
• EPA Substance Registry System: 4-(cyanomethyl)-4-(3,4-dimethoxyphenyl)cyclohex-2-en-1-one(79214-95-2)

Safety Data

• Hazardous Substances Data: 79214-95-2(Hazardous Substances Data)

Upstream product

• 79214-93-0 3-(3,4-Dimethoxy-phenyl)-4-oxo-butyronitrile 
• 78-94-4 methyl vinyl ketone 
• 37629-85-9 (2E)-3-(3,4-dimethoxyphenyl)prop-2-enenitrile 
• 120-14-9 3,4-dimethoxy-benzaldehyde 
• 79214-92-9 3-(3,4-Dimethoxy-phenyl)-4-nitro-butyronitrile 
• 135530-21-1 8-(3,4-Dimethoxyphenyl)-8-<(p-tolylsulphonyloxy)methyl>-1,4-dioxaspiro<4.5>dec-6-ene 
• 135530-17-5 Ethyl 8-(3,4-Dimethoxyphenyl)-1,4-dioxaspiro<4.5>dec-6-ene-8-carboxylate 
• 135530-18-6 8-(3,4-Dimethoxyphenyl)-8-hydroxymethyl-1,4-dioxaspiro<4.5>dec-6-ene 
• 104331-22-8 Ethyl 1-(3,4-dimethoxyphenyl)-4-oxocyclohex-2-enecarboxylate 
• 110417-02-2 2-chloro-2-cyano-1-methoxy-4-(3,4-dimethoxyphenyl)bicyclo<2.2.2>oct-5-ene 
• 110416-98-3 1,1-dimethoxy-4-(3,4-dimethoxyphenyl)cyclohex-3-ene 
• 70779-48-5 4-(3,4-Dimethoxy-phenyl)-cyclohex-3-enone 
• 110417-00-0 1-methoxy-4-(3,4-dimethoxyphenyl)cyclohexa-1,3-diene 
• 110417-06-6 2-(hydroxyimino)-1-methoxy-4-(3,4-dimethoxyphenyl)bicyclo<2.2.2>oct-5-ene 

Downstream Products

• 110417-11-3 4-(cyanomethyl)-1,1-(ethylenedithio)-4-(3,4-dimethoxyphenyl)cyclohex-2-ene 
• 28639-24-9 mesembrine 
• 79214-99-6 [9-(3,4-Dimethoxy-phenyl)-1,5-dithia-spiro[5.5]undec-7-en-9-yl]-acetaldehyde 
• 79215-01-3 {2-[9-(3,4-Dimethoxy-phenyl)-1,5-dithia-spiro[5.5]undec-7-en-9-yl]-ethyl}-methyl-amine 
• 110417-16-8 cis-4-<2-(methoxymethoxy)ethyl>-4-(3,4-dimethoxyphenyl)cyclohex-2-en-1-ol 
• 110417-17-9 trans-4-<2-(methoxymethoxy)ethyl>-4-(3,4-dimethoxyphenyl)cyclohex-2-en-1-ol 
• 110417-14-6 1,1-(ethylenedithio)-4-<2-(methoxymethoxy)ethyl>-4-(3,4-dimethoxyphenyl)cyclohex-2-ene 
• 110417-19-1 1-acetoxy-4-(cyanomethyl)-4-(3,4-dimethoxyphenyl)cyclohex-2-ene 
• 110417-15-7 4-<2-(methoxymethoxy)ethyl>-4-(3,4-dimethoxyphenyl)cyclohex-2-en-1-one 
• 110417-13-5 1,1-(ethylenedithio)-4-(3,4-dimethoxyphenyl)-4-(2-hydroxyethyl)cyclohex-2-ene 
• 110417-12-4 1,1-(ethylenedithio)-4-(formylmethyl)-4-(3,4-dimethoxyphenyl)cyclohex-2-ene 
• 110417-10-2 4-(cyanomethyl)-4-(3,4-dimethoxyphenyl)-3-vinylcyclohexan-1-one 
• 110417-09-9 4-(cyanomethyl)-4-(3,4-dimethoxyphenyl)-3-methylcyclohexan-1-one 
• 110417-18-0 4-(cyanomethyl)-4-(3,4-dimethoxyphenyl)cyclohex-2-en-1-ol 

Relevant articles and documents

Use of the Electrophilic Arylation Reaction of Aryllead Triacetates in Syntheses of (+/-)-O-Methyljoubertiamine and (+/-)-Mesembrine

p-Methoxyphenyllead triacetate and 3,4-dimethoxyphenyllead triacetate are used as electrophilic arylating agents to generate the quaternary benzylic centres in formal syntheses of (+/-)-O-methyljoubertiamine and (+/-)-mesembrine respectively.

TOTAL SYNTHESIS OF SCELETIUM (AIZOACEAE) ALKALOIDS. THE CINNAMONITRILE ROUTE. THE TOTAL SYNTHESIS OF RACEMIC O-METHYL JOUBERTIAMINE AND MESEMBRINE

A new method of synthesis of Sceletium (Aizoaceae) alkaloids based on the introduction of a "formyl anion" equivalent at the β-position of a cinnamonitrile, followed by Robinson annulation and final modification of the resulting cyanomethyl side is described.The method has been succesfully applied to the total synthesis of racemic O-methyljoubertiamine (1) and mesembrine (2).