38018-60-9

Basic information

• Product Name: Benzenamine, N-[(2-bromophenyl)methylene]-4-methoxy-
• CAS NO: 38018-60-9
• Molecular Formula: C14H12BrNO
• Molecular Weight: 290.159
• Mol File: 38018-60-9.mol
• Article Data: 28

Chemical Properties

• CAS DataBase Reference: Benzenamine, N-[(2-bromophenyl)methylene]-4-methoxy-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenamine, N-[(2-bromophenyl)methylene]-4-methoxy-(38018-60-9)
• EPA Substance Registry System: Benzenamine, N-[(2-bromophenyl)methylene]-4-methoxy-(38018-60-9)

Safety Data

• Hazardous Substances Data: 38018-60-9(Hazardous Substances Data)

Upstream product

• 104-94-9 4-methoxy-aniline 
• 6630-33-7 ortho-bromobenzaldehyde 
• 18982-54-2 o-bromobenzyl alcohol 

Downstream Products

• 1133378-60-5 (2S,3S)-2-(2-bromophenyl)-1-(4-methoxyphenyl)-1,2,3,4-tetrahydropyridine-3-carbaldehyde 
• 1440008-78-5 ((2S,3S)-2-(2-bromophenyl)-1-(4-methoxyphenyl)piperidin-3-yl)methanol 
• 1095510-29-4 3-benzyl-2-(4-methoxy-phenyl)-2H-indazole 

Relevant articles and documents

A Short Approach to N -Aryl-1,2,3,4-tetrahydroisoquinolines from N -(2-Bromobenzyl)anilines via a Reductive Amination/Palladium-Catalyzed Ethoxyvinylation/Reductive N -Alkylation Sequence

N -Aryl-1,2,3,4-tetrahydroisoquinolines are obtained via a convenient and short protocol with a broad range of substituents on both aromatic rings and high functional group tolerance. Starting from readily available ortho -brominated aromatic aldehydes and primary aromatic amines, condensation of these building blocks under reductive conditions gives N -aryl 2-bromobenzylamines. The C-3/C-4-unit of the tetrahydroisoquinoline is introduced using commercially available 2-ethoxyvinyl pinacolboronate under Suzuki conditions. Finally, the obtained crude ortho -ethoxyvinyl benzylamines are cyclized via an intramolecular reductive amination using the combination of triethylsilane/TFA to give the desired N -aryl-1,2,3,4-tetrahydroisoquinolines.

Oxidative cross-dehydrogenative coupling (CDC)viaC(sp2)-H bond functionalization:tert-butyl peroxybenzoate (TBPB)-promoted regioselective direct C-3 acylation/benzoylation of 2H-indazoles with aldehydes/benzyl alcohols/styrenes

An efficient, cost-effective, transition-metal-free, oxidative C(sp2)-H/C(sp2)-H cross-dehydrogenative couplingviaa C(sp2)-H bond functionalization protocol for the regioselective direct C-3 acylation/benzoylation of subst

Enantioselective Direct anti-Selective Mannich-type Reactions Catalyzed by 3-Pyrrolidinecarboxylic Acid in the Presence of Potassium Carbonate: Addition of Potassium Carbonate Improves Enantioselectivities

Mannich-type reactions of cyclohexanone and related six-membered-ring ketones with N-p-methoxyphenyl-protected imines of arylaldehydes catalyzed by 3-pyrrolidinecarboxylic acid in the presence of K2CO3 that afford anti-isomers of the Mannich products with