Aminocarboxylic acids aminoalcohols

Recently, a novel process for the preparation of chromia promoted skeletal copper catalysts was reported by Ma and Wainwright (8), in which Al was selectively leached from CuA12 alloy particles using 6.1 M NaOH solutions containing different concentrations of sodium chromate. The catalysts had very high surface areas and were very stable in highly concentrated NaOH solutions at temperatures up to 400 K (8, 9). They thus have potential for use in the liquid phase dehydrogenation of aminoalcohols to aminocarboxylic acid salts. 

The trail-blazing patent of Goto et al. ( ) for the oxidative dehydrogenation of aminoalcohols to the corresponding aminocarboxylic acid salts over Raney copper catalysts in strongly alkaline solutions was cast in terms of the general reaction... 

Selective reduction. A soln. of borane in tetrahydrofuran added dropwise at -18 during 19 min. to a mixture of adipic acid monoethyl ester and tetrahydrofuran, stirred and allowed to warm to room temp, during 16 hrs. -> ethyl 6-hydroxy-hexanoate. Y 75-88%. - Other functional groups such as cyano, halogeno, keto, or nitro, are likewise retained during this highly convenient reduction. F. e., also reduction of sterically hindered acids, s. N. M. Yoon, H. C. Brown et al., J. Org. Chem. 38, 2786 (1973) 2-aminoalcohols from a-aminocarboxylic acids s. M. L. Anhoury et al., Soc. Perkin 11974,191 via reduction with aq. NaBH of enolesters obtained from the acids and N-ethyl-5-phenylisoxazolium 3 -sulfonate (s. Synth. Meth. 16, 448) s. P. L. Hall and R. B. Perfetti, J. Org. Chem. 39, 111 (1974). 

Aminoalcohols from oc-aminocarboxylic acids C(NH2)COOH C(NH2)CH20H via silyl esters s. 23, 82 direct reduction in the presence of methanol cf. A. K. Saund and N. K. Mathur, Indian J. Chem. 9, 936 (1971)... 

Aminoalcohols from aminocarboxylic acids via acylaminocarboxylic acids, acylaminocarboxylic acid esters, and acylaminoalcohols s. 11, 115 Nitroalcohols from nitrocarboxylic acid esters s. 11, 116... 

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