Reaktion #343726
ord-42830d3ab3ff4bd8bb051f4b717cd0e2
Reaktionsgleichung
Edukte
Reagenzien
Reaktionsbedingungen
Aufarbeitung
- 1SonstigeThis reaction was performed in a dry box under N2 (10% relative humidity)
- 2workup.STIRRINGThe mixture was stirred for 15 min
- 3workup.ADDITIONwas added
- 4TemperaturThe mixture was heated
- 5Temperaturunder reflux for 4 h
- 6Temperaturcooled
- 7workup.STIRRINGthe resulting mixture was stirred for 10 min
- 8Extraktionwas extracted with 100 mL of Et2O
- 9TrocknenThe combined extracts were dried (Na2SO4) and volatiles
- 10Sonstigewere removed under reduced pressure
- 11Sonstigeto produce a green oil which
- 12WaschenThe salt was washed with two 5 mL portions of abs EtOH
Vorschrift
This reaction was performed in a dry box under N2 (10% relative humidity). A suspension of 0.228 g (0.908 mmol) of 9 in 10 mL of benzene was added in 0.5 mL portions over 20 min to a solution of 0.45 mL (1.36 mmol) of MeMgBr (3.0M in Et2O) in 10 mL of benzene. The mixture was stirred at room temperature for 30 min. A solution of 0.243 g (1.36 mmol) of hexamethylphosphorous triamide in 1 mL of benzene was added. The mixture was stirred for 15 min, then a suspension of 0.273 g (9.08 mmol) of paraformaldehyde in 2 mL of benzene was added. The mixture was heated under reflux for 4 h, cooled, and transferred to a 1 L beaker. Two hundred milliliters of 5% HCl was added and the resulting mixture was stirred for 10 min. The mixture was made basic with solid NaHCO3 and was extracted with 100 mL of Et2O, then with four 75 mL portions of CHCl3. The combined extracts were dried (Na2SO4) and volatiles were removed under reduced pressure to produce a green oil which was converted into its HCl salt with ethereal HCl. The salt was washed with two 5 mL portions of abs EtOH to give 0.130 g (46%) of a white solid, mp 255°-258° C. (decomp). Lit1 mp of (R) enantiomer 260°-262° C. (decomp).