With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.50777-76-9,2-(Diphenylphosphino)benzaldehyde,as a common compound, the synthetic route is as follows.
A solution of tyramine (239 mg, 1.74 mmol) in hot EtOH (8 mL) was added dropwise to a solution of 2-(diphenylphosphino)benzaldehyde (505 mg, 1.69 mmol) in hot EtOH (8 mL). The mixture was left stirring at 45 C for 2 h (31P NMR monitoring). Solvent was removed in vacuum to afford 1 in 84percent yield (603 mg,1.47 mmol) as a pale yellow powder. 31P{1H} NMR (121.25 MHz,CDCl3, d (ppm)): 14.1 (s, PIII). 1H NMR (300 MHz, CDCl3, d(ppm)): 2.73 (t, JHH = 7.55 Hz, 2H, CH2Cx4), 3.75 (t, JHH = 7.55 Hz,2H, NCH2), 6.72 (d, JHH = 8.25 Hz, 2H, Cx2H), 6.97 (d, JHH = 8.25 Hz,2H, Cx2H), 6.9?7.0 (m, 1H, Cy3H), 7.20?7.75 (m, 12H, Harom), 7.97(br s, 1H, OH), 8.04 (dd, JHH = 6.9 Hz, JHH = 3.9 Hz, 1H, Cy8H), 8.97(d, JHP = 4.8 Hz, 1H, CHN). 13C{1H} NMR (75.5 MHz, CDCl3, d(ppm)): 36.42 (s, CH2Cx4), 62.98 (s, CH2N), 115.61 (s, Cx2), 127.79(d, JCP = 4.0 Hz, Cy5), 128.79 (d, JCP = 7.2 Hz, Cm), 128.97 (s, Cx4),129.09 (s, Cp), 129.23 (s, Cy6), 129.84 (s, Cx3), 130.64 (s, Cy4),133.32 (s, Cy3), 134.13 (d, JCP = 20.4 Hz, Co), 136.19 (d, JCP = 9.2 Hz,Ci), 137.73 (d, JCP = 18.6 Hz, Cy1), 138.95 (d, JCP = 17.2 Hz, Cy2),155.02 (s, Cx1), 161.31 (d, JCP = 23 Hz, CHN). MS (DCI/NH3, CHCl3,positive) m/z: 410.4 [M+1].
As the paragraph descriping shows that 50777-76-9 is playing an increasingly important role.
Reference£º
Article; Tristany, Mar; Laurent, Re?gis; Dib, Hanna; Gonsalvi, Luca; Peruzzini, Maurizio; Majoral, Jean-Pierre; Caminade, Anne-Marie; Inorganica Chimica Acta; vol. 409; PART A; (2014); p. 121 – 126;,
Phosphine ligand
Chiral phosphine ligands in asymmetric synthesis. Molecular structure and absolute configuration of (1,5-cyclooctadiene)-(2S,3S)-2,3-bis(diphenylphosphino)butanerhodium(I) perchlorate tetrahydrofuran solvate