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Indian Journal of Chemistry -Section B (IJC-B) >
IJC-B Vol.48B [2009] >
IJC-B Vol.48B(09) [September 2009] >
| 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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