5518-52-5, Tri(furan-2-yl)phosphine is a chiral-phosphine-ligands compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated
Step 1: 1-[3-(2,4-Difluoro-benzyl)-phenyl]-ethanone L2-A To an oven dried three-necked 100 mL round bottom flask fitted with argon inlet, temperature probe and stir bar was added zinc powder (793 mg, 12.2 mmol), 1,2-dibromoethane (21 muL, 0.24 mmol), and THF (2 mL). The mixture was brought to reflux two times using a heat gun then cooled to 0 C. at which time alpha-bromo-2,4-difluorotoluene (781 muL, 6.10 mL) in THF (3 mL) was added slowly keeping the temperature <3 C. To another 3-necked round bottom flask fitted as above was added bis(dibenzylideneacetone)palladium (Pd(dba)2, 234 mg, 0.41 mmol), tris(2-furyl)phosphine (tfp, 189 mg, 0.81 mmol), and THF (5 mL). The mixture was stirred 10 minutes at room temperature then cooled to 0 C. at which time 3'-iodoacetophenone (562 muL, 4.06 mmol) in THF (1 mL) was added. The flask was flushed with argon and the zinc mixture was pipetted in. After stirring 5 minutes at 0 C., the reaction was left to stir over night at room temperature. The next morning the reaction was quenched with sat. NH4Cl solution and extracted three times with EtOAc. The combined organic layers were washed with brine, dried over Na2SO4, filtered, and concentrated to a brown oil. The crude product was chromatographed on silica gel using 5% EtOAc/hexane as elutant. Pure product fractions were combined and concentrated to afford L2-A as a yellow oil. Rf=0.22 (5% EtOAc/hexane). 1H NMR (400 MHz, CDCl3) delta7.81 (m, 2H), 7.39 (m, 2H), 7.11 (m, 1H), 6.81 (m, 2H), 4.02 (s, 2H), 2.56 (s, 3H).
The synthetic route of 5518-52-5 has been constantly updated, and we look forward to future research findings.
Reference£º
Patent; Merck & Co., Inc.; Tularik Inc.; US6380249; (2002); B1;,
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