24070-12-0

Basic information

• Product Name: Benzeneethanamine, N-(2-methylpropyl)-
• CAS NO: 24070-12-0
• Molecular Formula: C12H19N
• Molecular Weight: 177.29
• Mol File: 24070-12-0.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: Benzeneethanamine, N-(2-methylpropyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: Benzeneethanamine, N-(2-methylpropyl)-(24070-12-0)
• EPA Substance Registry System: Benzeneethanamine, N-(2-methylpropyl)-(24070-12-0)

Safety Data

• Hazardous Substances Data: 24070-12-0(Hazardous Substances Data)

Upstream product

• 103-63-9 1-phenyl-2-bromoethane 
• 146039-09-0 Phenethyl-phosphorimidic acid triethyl ester 
• 6926-44-9 phenethyl azide 
• 64-04-0 phenethylamine 
• 78-84-2 isobutyraldehyde 
• 78-77-3 Isobutyl bromide 
• 91406-83-6 N-Isobutyliden-β-phenaethylamin 

Downstream Products

• 1055036-42-4 (4S,5R,6R)-5-Acetylamino-4-tert-butoxycarbonylamino-6-(isobutyl-phenethyl-carbamoyl)-5,6-dihydro-4H-pyran-2-carboxylic acid benzhydryl ester 

Relevant articles and documents

Cesium Hydroxide Promoted Chemoselective N-Alkylation for the Generally Efficient Synthesis of Secondary Amines

(Matrix presented) Selective N-alkylation of primary amines was developed using cesium hydroxide to prepare various secondary amines efficiently. A cesium base not only promoted monoalkylations of primary amines but also suppressed overalkylations. Various amines and alkyl bromides were examined, and the preliminary results demonstrated this methodology was highly chemoselective, favoring mono-N-alkylation over dialkylation. In particular, use of amino acid derivatives afforded the desired secondary amines exclusively.

Cesium effect: High chemoselectivity in direct N-alkylation of amines

A novel method for the mono-N-alkylation of primary amines, diamines, and polyamines was developed using cesium bases in order to prepare secondary amines efficiently. A cesium base not only promoted alkylation of primary amines but also suppressed overalkylations of the produced secondary amines. Various amines, alkyl bromides, and alkyl sulfonates were examined, and the results demonstrated this methodology was highly chemoselective to favor mono-N-alkylation over dialkylation. In particular, use of either sterically demanding substrates or amino acid derivatives afforded the secondary amines exclusively, offering wide applications in peptidomimetic syntheses.

A convergent one-pot synthesis of secondary amines via aza-Wittig reaction

Secondary amines are obtained in moderate-good yields by reduction of crude imines prepared from N-alkyltriethoxyiminophosphoranes and aldehydes via the aza-Wittig reaction. N-Alkyltriethoxyiminophosphoranes are synthesized by one-pot azidation of alkyl bromides followed by Staudinger reaction.