Electric Literature of 169037-23-4,Some common heterocyclic compound, 169037-23-4, name is 5-(Trifluoromethoxy)indoline-2,3-dione, molecular formula is C9H4F3NO3, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.
A lL, four-necked, jacketed flask equipped with a thermocouple, nitrogen inlet/bubbler, condenser and a mechanical stirrer was charged with 50.0 g of 5-trifluoromethoxyisatin (4) (commercially available from, for example, Aldrich), and 25 g of Amberlite FPC22H resin. The resin was distilled over toluene (200ml/100g) three times and dried at 40 0C under vacuum overnight. A quantity of 43 ml of HC(OEt)3 and 400 ml of absolute ethanol was used. The reaction mixture was heated to reflux. The batch temperature was 76.5 0C and the jacket was set at 90 0C. The mixture was held at reflux and a quantity of 21.5 ml OfHC(OEt)3 was charged at 90 minute, 180 minute, and 300 minute intervals. The mixture was held for another 2 hrs and the batch was cooled to 20 0C and filtered through a celite bed. The solution was collected and distilled to dryness under vacuum. The crude residue was re-slurried in 80 ml of 1 : 10 EtO Ac/heptane and stirred at 0 0C for an hour and filtered to collect the product. Intermediate (7) was obtained in 80% yield and >99% HPLC purity.
The synthetic route of 169037-23-4 has been constantly updated, and we look forward to future research findings.