Dimethylformamide → HCID 23467880, compound

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Reaction Steps

199 g of phosphorus oxichloride are added dropwise to a solution of 99 g of N,N-dimethyl formamide in 400 ml of tetrahydrofuran at a rate such that the temperature does not exceed 5° C. Stirring is continued for 20 minutes at room temperature. Next, 87.7 g of 1-(3-chlorophenyl)-1,4-dihydro-3-(2H)-isoquinolinone are added in portions at 0° C. After a 2 hour stirring at 0° to 5° C., the reaction solution is poured into a mixture of 1.95 l of 2N NaOH, 6 kg of ice and 1 l of toluene. The toluene phase is separated, washed twice with water and added to 1.3 l of acetone and 1.3 l of 2N H2SO4. 38.8 g of carefully pulverized potassium permanganate are added in portions and at 20° C. to the heterogeneous mixture obtained and the mixture is stirred for 6 hours. The toluene phase is separated, washed successively with water, 2N NaOH and again with water, dried, filtered and the solvent is removed under reduced pressure.

Provenance & Evidence