Dimethylamine → HCID 20374134, compound

Participants

Reaction Steps

To 37.6 grams of the compound of Example 1 and 94 grams of di-n-octadecyl phosphite dissolved in 100 ml of dry N,N-dimethylformamide at 55° to 60° was added 2.16 grams of lithium amide and the reaction temperature raised to 106° and kept at 105° to 107° for 11/4 hours, the evolved dimethylamine being swept out of the reaction mixture by a stream of nitrogen. The reaction mixture was dissolved in about one liter of a solvent mixture of toluene, chloroform and benzene containing 6 grams of acetic acid, filtered free of some insoluble by-product. The clear filtrate was washed successively with water, 6N aqueous hydrochloric acid, and water until the wash water was in the pH range of 5 to 6. The solvent solution of the product was dried over anhydrous sodium sulfate. After removing the drying agent by filtration, the clear filtrate was freed of solvent by distillation at reduced pressures yielding a solid residue which afforded the desired compound as white crystals at 91° to 93° after crystallization from isopropanol (Compound 2).

Provenance & Evidence