ChemicalBook CAS DataBase List N-Isopropylbenzylamine

N-Isopropylbenzylamine synthesis

13synthesis methods

Product Name:N-Isopropylbenzylamine
CAS Number:102-97-6
Molecular formula:C10H15N
Molecular Weight:149.23

N-Isopropylbenzylamine is an organic intermediate, which can be obtained by reduction of N-isopropylbenzamide or by reductive amination of benzylamine and acetone.

34636-09-4 Synthesis

34636-09-4
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$18.00/1g

102-97-6
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$14.00/25g

Yield:102-97-6 86%

Reaction Conditions:

with iodine;sodium carbonate in chloroform at 60; for 24 h;

Steps:

Typical experimental procedure for removal of N-isopropyl group from N,N-diisopropylarylmethylamine:

General procedure: To a solution of N,N-diisopropyl-p-bromobenzylamine (1.0 mmol, 270.2 mg) in CHCl3 (2.0 mL) was added I2 (1.5 mmol,380.7 mg) and Na2CO3 (2.0 mmol, 212.0 mg) at room temperature, and the mixture was stirred for 24 h at 60 C. The reaction mixture was cooled to room temperature and quenched by satd aq Na2SO3 (10 mL), and extracted with CHCl3 (20 mL 3). Then, the organic layer was dried over Na2SO4. After removal of the solvent under reduced pressure, the yield was determined by 1H NMR analysis (89%). The residue was purified by short column chromatography on neutral silica gel (AcOEt/EtOH = 7:3) to afford N-isopropyl-p-bromobenzylamine.

References:

Ezawa, Masatoshi;Moriyama, Katsuhiko;Togo, Hideo [Tetrahedron Letters,2015,vol. 56,# 48,p. 6689 - 6692]

6852-56-8 Synthesis