(4-tert-Butyl-phenyl)-Methyl-aMine synthesis

8synthesis methods

Product Name:(4-tert-Butyl-phenyl)-Methyl-aMine
CAS Number:5279-59-4
Molecular formula:C11H17N
Molecular Weight:163.26

2909-79-7
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$174.00/10g

5279-59-4
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$45.00/50mg

Yield: 78%

Reaction Conditions:

Stage #1:4-tert-butyl-N,N-dimethylaniline with tert.-butylhydroperoxide in toluene for 0.0333333 h;Inert atmosphere;
Stage #2: with triethylamine in toluene at 110; for 3 h;Inert atmosphere;

Steps:

Procedure for N-demethylation from N,N-dialkylanilines
General procedure: A round-bottom flask was chargedwith N,N-dialkyl aniline dissolved in toluene solution, under N2 condition. TBHP was added drop wise and reaction was stirred for 2 min. Triethylamine was added thereafter, and then the contents of the reaction were stirred for 3 h at 110 °C under inert N2 condition. The reaction mixture was washed 2-3 times with H2O and ethyl acetate. The upper organic layer was separated and dried over sodium sulphate and then subjected to rotavapour. The crude mixture was purified by column chromatography on silica gel (60-120).

References:

Botla, Vinayak;Barreddi, Chiranjeevi;Daggupati, Ramana V;Malapaka, Chandrasekharam [Journal of Chemical Sciences,2016,vol. 128,# 9,p. 1469 - 1473]

769-92-6 Synthesis