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Title: Simple and convenient methods for synthesis, resolution and application of aminonaphthols
Authors: Periasamy, Mariappan
Anwar, Shaik
Reddy, Meda Narsi
Keywords: Betti reaction
diastereomeric complexes
L-(+)-tartaric acid
1,1′-bi-2-naphthol
dibenzoyl-L-(-)-tartaric acid
ibuprofen
mandelic acid
Issue Date: Sep-2009
Publisher: CSIR
Abstract: Racemic aminonaphthols are obtained in 70-95% yield by simple and straightforward condensation of benzaldehyde, 2-naphthol and 1° or 2° amines in ethanol solvent under refluxing conditions. The racemic aminonaphthols 1-(α-aminobenzyl)-2-naphthol and 1-(α-pyrrolidinylbenzyl)-2-naphthol have been resolved using l-(+)-tartaric acid. The racemic 1-(α-N-butylaminobenzyl)-2-naphthol and 1-(α-piperidylbenzyl)-2-naphthol have been resolved using R-(+)-BINOL and boric acid. The racemic (2-methoxynaphth-1-yl)benzylamine is resolved using dibenzoyl-l-(-)-tartaric acid. The readiliy accessible chiral aminonaphthols are useful for resolution of important moieties like racemic BINOL, ibuprofen and mandelic acid
Page(s): 1261-1273
Source:IJC-B Vol.48B(09) [September 2009]

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