A new strategy for the preparation of secondary amines via o- (tetrahydropyranyloxymethyl)-benzamides
The new synthesis strategy for the preparation of secondary amines starts from N-alkyl-phthalimides which are reduced to the corresponding o- hydroxymethyl-N-alkyl-benzamides. After protection of the hydroxy group as tetrahydropyranyl ether the N-alkyl-benzamides are alkylated to o- (tetrahydropyranyloxymethyl)-N,N-dialkyl-benzamides. The deprotection of the hydroxy group and the release of the secondary amines can be achieved in execellent yields in one reaction step using aqueous acetic acid.
Fichert, Thomas,Massing, Ulrich
p. 5017 - 5018
(2007/10/03)
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