2-Fluorobenzamide

white crystalline powder

2-Fluorobenzaldehyde oxime (69.6 mg, 0.5 mmol), [Cp * Ir (H20) 3] [0Tf] 2 (5.lmg, 0.0075mmol, (Lml) were added sequentially to a 25 ml Schlenk reaction flask. The reaction mixture was allowed to react at 110 ° C for 12 hours and then cooled to room temperature. The water was removed by rotary evaporation, and the product was isolated by column chromatography. Yield: 83percent. ArH and 2xNH), 7. 54-7.50 (m, 1 H, ArH), 7. 29-7.25 (m (3 H, (D, JcF = 247.7 mmol), 132.4 (d, JcF = 8.8 Hz), 130.123 (d, J = 6.6 Hz, 1H) (D, JcF = 2.5Hz), 124.3 (d, JcF = 2.6Hz), 123.8 (d, JcF = 14.0Hz) 116.0 (d, JcF = 22). 5Hz).General procedure: A sealed tube equipped with a magnetic stirring bar was charged with ethylarene (1, 1.0 mmol), aq NH3 (2, 25percent aq solution, 10.0 mmol), I2 (1.1 mmol), and TBHP (6.0 mmol, 70percent aq solution) at r.t. The resulting mixture was heated to 100 °C for 3.0 h. After completion of the reaction (monitored by TLC), sat.Na2S2O3 solution (10 mL) was added to the reaction mixture, and it was extracted with EtOAc (2 × 20 mL). The organic layer was washed with brine solution (20 mL), dried over anhydrous Na2SO4 and concentrated under reduced pressure. The residue was purified by column chromatography on 100–200 mesh silica gel using EtOAc–n-hexane (1:2) as the eluent to obtain the corresponding benzamide 3.A solution of 2-fluorobenzonitrile (121 mg, 1 mmol), [Cp * Rh (HGeneral procedure: Under an argon atmosphere, liquid NH3 (25 mL) was condensedin a two-neck round-bottom flask immersed in a dry ice coolingbath and equipped with a dry ice reflux condenser. Aldehyde(7.34 mmol) was added, and the resulting solution (or suspension)was stirred for 1 h. KMnO4 (7.34 mmol, 1.16 g) was added, the cooling bath was removed, and the reaction mixture wasstirred for another hour with gentle reflux of NH3. Na2SO3 (22.0mmol, 2.78 g) was added, the reflux condenser was removed, and the NH3 was allowed to evaporate spontaneously. The darkbrownresidue was treated with 6 M HCl (30 mL), and theresulting precipitate was filtered, washed with H2O (100 mL)and sat. aq NaHCO3 (20 mL). All products were recrystallizedfrom EtOH.General procedure: Under an argon atmosphere, liquid NH3 (25 mL) was condensedin a two-neck round-bottom flask immersed in a dry ice coolingbath and equipped with a dry ice reflux condenser. Aldehyde (7.34 mmol) was added, and the resulting solution (or suspension)was stirred for 1 h. KMnO4 (7.34 mmol, 1.16 g) was added, the cooling bath was removed, and the reaction mixture wasstirred for another hour with gentle reflux of NH3. Na2SO3 (22.0mmol, 2.78 g) was added, the reflux condenser was removed, and the NH3 was allowed to evaporate spontaneously. The darkbrownresidue was treated with 6 M HCl (30 mL), and theresulting precipitate was filtered, washed with H2O (100 mL)and sat. aq NaHCO3 (20 mL). All products were recrystallizedfrom EtOH.

Molecular Weight:139.13
XLogP3:0.6
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:1
Exact Mass:139.043341977
Monoisotopic Mass:139.043341977
Topological Polar Surface Area:43.1
Heavy Atom Count:10
Complexity:138
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes