4-Chlorobenzylamine

clear slightly yellow liquid

General procedure: A flask (25 mL) containing ruthenium(II) complex (1 Mpercent) and 2-butanol (5 mL) was stirredfor 5 min under an argon atmosphere at room temperature. Afterwards, KOtBu(0.05 mM) was added and the mixture was stirred for another 5 min. Then, the nitrile(0.5 mM) was added and placed on a hot plate at 120 °C for 30 min. After completion ofthe reaction, the catalyst was removed from the reaction mixture by addition of petroleumether followed by filtration and subsequent neutralization with 1 M HCl. The ether layerwas filtered through a short path of silica gel by column chromatography. To the filtrate, hexadecane was added as a standard and the yield was determined by GC.General procedure: To the solution of substrate (10 mmol) in dry methanol (25 mL), FeA mixture of benzaldehyde oxime (0.121 g, 1 mmol) and nano Fe3O4 (0.046 g, 0.2 mmol) (nano particle size≈70 nm) was ground in a porcelain mortar. ZrCl4 (0.233 g, 1 mmol) was then added and grinding the mixture was continued for a moment at room temperature. The mortar was heated in an oil bath until the temperature of reaction mixture reaches 75–80 °C. NaBH3CN (0.314 g, 5 mmol) wasthen added portion wisely and the mixture was ground for15 min at 75–80 °C. After completion of the reaction, H2O(5 mL) was added and the mixture was stirred for 5 min. The mixture was extracted with EtOAc (2 × 5 mL) and then dried over anhydrous Na2SO4. Evaporation of the solvent affords the pure liquid benzylamine in 93 percent yield (0.1 g, Table 2, entry 1). 1H NMR (CDCl3, 300 MHz): δ7.25–7.33 (m, 5H), 3.83 (s, 2H), 2.04 (s, 2H). 13C NMR(CDCl3, 75.5 MHz): δ 140.06, 128.56, 128.41, 128.20, 127.65, 127.00, 53.05. FT-IR (KBr, υ cm−1): 3, 368, 3, 292, 3, 061, 3, 026, 2, 920, 2, 858, 1, 605, 1, 585, 1, 511, 1, 494, 1, 452, 1, 246, 1, 026, 866, 736, 698.General procedure: To the solution of substrate (10 mmol) in dry methanol (25 mL), FeSecond step, p-chlorobenzaldehyde oxime (2.45 g) and zinc dust (6.15 g) in HOAc (25 ml) was stirred at room temperature for 6 h. The reaction solution was filtered to remove the excess zinc dust and ZnOAc residue, and the filtrate was concentrated to yield p-chlorolbenzylamine (1.25 g) as a yellowish oil.weigh precisely 2.45 g of p-dichlorobenzene oxime, dissolve in HOAc (25 mL), add 6.15 g of Zn powder, stir at room temperature for 6 hours, filter the reaction solution, remove excess Zn powder And ZnOAc precipitation are removed, and the HOAc is evaporated with the filtrate to give 1.25 g of yellow oily p-dichlorobenzene methylamine.

Molecular Weight:141.60
XLogP3:1.7
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:1
Rotatable Bond Count:1
Exact Mass:141.0345270
Monoisotopic Mass:141.0345270
Topological Polar Surface Area:26
Heavy Atom Count:9
Complexity:77
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes