Recommanded Product: 3-Hydroxy-3-phenylpropanenitrile. Aromatic heterocyclic compounds can also be classified according to the number of heteroatoms contained in the heterocycle: single heteroatom, two heteroatoms, three heteroatoms and four heteroatoms. Compound: 3-Hydroxy-3-phenylpropanenitrile, is researched, Molecular C9H9NO, CAS is 17190-29-3, about Catalytic reduction of the nitriles of β,β-pentamethyleneglycidic, trans-β-phenylglycidic, and β-methyl-β-phenylglycidic acids on Raney nickel. Author is Martynov, V. F.; Shchelkunov, A. V..
The title nitriles I, II, and III treated with H2O2 in alk. aqueous-alc. media give the corresponding amides (IV), hydrogenated on usual-activity Raney Ni (prepared without use of pressure) give the corresponding hydroxy compounds RR1C(OH)CH2CN (V), and hydrogenated on high-activity Raney Ni (prepared under pressure) give the corresponding hydroxy amino compounds RR1C(OH)CH2CH2NH2 (VI). A mixture of 0.47 g I, 5 ml EtOH, 5 ml 2N NaOH, and 1 ml 30% H2O2 heated at 60-70° (until the evolution of O ceased) gave 0.34 g IV [(R r1 =) pentamethylene]. Similarly, 0.4 g II, 8 ml EtOH, 5 ml 2N NaOH, and 2.5 ml 30% H2 o2 gave 0.26 g IV (R = H, R1 = Ph), and 0.75 g III, 15 ml EtOH , 6 ml 2N NaOH, and 3 ml 30% H2O2 gave 0.41 g IV (R = Me, R1 = Ph). I (3.14 g) hydrogenated on 0.43 g of a com. high-activity Raney Ni catalyst in 25 ml 96% EtOH at 23°/761.8 mm 7 hr (1598 ml H absorbed), 2.8 g Ac2O added to the filtrate remaining on catalyst removal, and the mixt . stirred until the heat evolution ceased gave 1.55 g VI [(RR1 =)-pentamethylene] N-monacetyl derivative (cf. Stork, CA 55:2594h). I (2.6 g) hydrogenated on 0.31 g usual-activity Raney Ni catalyst in 20 ml 96% EtOH at 18°/758.4 mm 3 hr (443 ml H absorbed) gave 1.77 g V [(RR1 =) pentamethylene] (VII), b4 113-14°. VII treated with H2O2 as above gave VIIa. II (4.35 g) hydrogenated on 0.43 g usual-activity Raney Ni catalyst i n 15 ml 96% EtOH at 16°/759.3 mm 3 hr (693 ml H absorbed), and the mix t. treated as above gave 2.65 g V (R = H, R1 = Ph) (VIII). VIII treated with H2O2 gave PhCH(OH)CH2CONH2. III (2.73 g) hydrogenated on 0.33 g usual-activity Raney Ni catalyst in 15 ml 96% EtOH at 18°/769.2 mm 2.5 hr (388 ml H absorbed), and treated in alkali with 30% H2O2 yielded 2.26 g MeCPh(OH)CH2CONH2.
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Reference:
Pyrazole – Wikipedia,
Pyrazoles – an overview | ScienceDirect Topics