2,2,2-Trifluoroethanol → HCID 58542848, compound

Participants

Reaction Steps

Pentafluorobenzaldehyde (Oakwood Products, cat. #002835, 19.6 g, 0.1 mol) and tetrabutylammonium hydrogensulfate, Bu4NHSO4 (50 mg, 0.0015 mol) are dissolved in 500 ml CH2Cl2. 2,2,2-Trifluoroethanol (10.0 g, 0.01 mol) is added and the mixture is stirred and cooled in an ice-bath. Sodium hydroxide pellets (4.0 g, 0.01 mol) are dissolved in 100 ml of water and slowly added to the mixture with a dropping funnel. The temperature of the mixture is monitored. The rate of addition controlled to keep the temperature below 5° C. After addition is complete the mixture is stirred for an additional 2 h at 5° C. and then transferred to a separatory funnel. The organic layer is separated and dried with Na2SO4. The solvent is evaporated using a rotovap and the residual oil is fractionally distilled with a short path apparatus. The fraction with a boiling range of 105-108° C. contains the desired compound.

Provenance & Evidence