Buck, Johannes S.’s team published research in Journal of the American Chemical Society in 55 | CAS: 13312-84-0

Buck, Johannes S. published the artcileCatalytic reduction of mandelonitriles, Formula: C8H6ClNO, the publication is Journal of the American Chemical Society (1933), 2593-7, database is CAplus.

In the presence of a slight excess of concentrated HCl, mandelonitriles in EtOH are smoothly reduced catalytically to the corresponding β-phenylethylamine or the β-HO derivative; the reaction is complex and although some of the yields are not satisfactory, the expediency of the method makes it convenient for the preparation of certain amines. The following mandelonitriles were prepared: o-MeO, m. 73°, 65% yield; o-Cl, m. 47° (73%); 2,3-di-MeO, m. 79° (54%); p-MeO, m. 67° (62%); 3,4-di-MeO, m. 103° (78%); p-Cl, m. 43° (81%); carbomethoxy, b₃ 136°, d₄²⁵ 1.1735, n_D²⁵ 1.5000; p-methoxycarbethoxy, b_2-1 170°, d. 1.1683, n 1.5063; o-chlorocarbethoxy, b_1.4 145°, d. 1.2444, n 1.5115. In the reduction those nitriles with o-substituents give the β-hydroxyamine, the others give the amine. The following HCl salts of β-phenylethylamines were prepared: o-methoxy-β-hydroxy, m. 184° (59% yield) (p-nitrobenzoyl derivative, pale yellow, m. 178°); o-chloro-β-hydroxy, m. 197° (41%; p-nitrobenzoyl derivative, m. 194°); 2,3-dimethoxy-β-hydroxy, m. 134° (23.5%; p-nitrobenzoyl derivative, pale yellow, m. 178°); o-Cl, flows 204° (94%; p-nitrobenzoyl derivative, m. 112°); p-dimethylamino, froths 238° (44%; Bz derivative, lemon-yellow, m. 130°); p-MeO, 52% from p-MeOC₆H₄CH:CHCN and 49% from MeO₂CC₆H₄CH:CHCN (p-nitrobenzoyl derivative, pale yellow or bright orange, m. 145°); 3,4-di-MeO, m. 151° (52%; p-nitrobenzoyl derivative, pale lemon, m. 147°); p-Cl, orange, m. 195° (50%; Bz derivative, m. 147°); the p-nitrobenzoyl derivative of the o-MeO derivative, pale yellow, m. 138°.

Journal of the American Chemical Society published new progress about 13312-84-0. 13312-84-0 belongs to nitriles-buliding-blocks, auxiliary class Chloride,Nitrile,Benzene,Alcohol,Benzene Compounds, name is 2-(2-Chlorophenyl)-2-hydroxyacetonitrile, and the molecular formula is C8H6ClNO, Formula: C8H6ClNO.

Referemce:
https://en.wikipedia.org/wiki/Nitrile,
Nitriles – Chemistry LibreTexts