79865-85-3

Basic information

• Product Name: Methanaminium, N-[(4-methoxyphenyl)methylene]-N-methyl-, iodide
• CAS NO: 79865-85-3
• Molecular Formula: C10H14NO.I
• Molecular Weight: 291.132
• Mol File: 79865-85-3.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: Methanaminium, N-[(4-methoxyphenyl)methylene]-N-methyl-, iodide(CAS DataBase Reference)
• NIST Chemistry Reference: Methanaminium, N-[(4-methoxyphenyl)methylene]-N-methyl-, iodide(79865-85-3)
• EPA Substance Registry System: Methanaminium, N-[(4-methoxyphenyl)methylene]-N-methyl-, iodide(79865-85-3)

Safety Data

• Hazardous Substances Data: 79865-85-3(Hazardous Substances Data)

Upstream product

• 13114-23-3 4-methoxybenzyl-N-methylimine 
• 74-88-4 methyl iodide 
• 123-11-5 4-methoxy-benzaldehyde 
• 75-77-4 chloro-trimethyl-silane 
• 2083-91-2 N,N-Dimethyltrimethylsilylamine 

Downstream Products

• 100-10-7 4-dimethylamino-benzaldehyde 
• 79865-89-7 4-(ethylamino)benzaldehyde 
• 556-21-8 4-(methylamino)benzaldehyde 
• 89074-18-0 4-butylamino-benzaldehyde 
• 79865-87-5 (4-dimethylamino-benzylidene)-dimethyl-ammonium; iodide 
• 132554-22-4 3,5-bis-(4-methoxy-benzyl)-pyridine 
• 51980-54-2 4-(pyrrolidin-1-yl)benzaldehyde 

Relevant articles and documents

A Simple and Highly Diastereoselective One-Pot Synthesis of Mannich-Bases

A convenient one-pot procedure for the synthesis of β-amino ketones 5 from economical shelf reagents is described. Iminium salts 3 are generated in virtually quantitative yields from secondary amines 1 and aldehydes 2 mediated by NaI/Me3SiCl/NEt3. Subsequently, the salts 3 are used for the in situ aminoalkylation of enamines 4. The method provides the Mannich bases 5 in high yields and excellent diastereoselectivities (>96 % ds). It can also be applied for the aminoalkylation of other nucleophiles such as imines or electron-rich aromatic compounds.