Sodium Carbonate → HCID 19350310, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 25.0 g (0.10 mol) of 4-fluorobenzaldeyde, 19.6 g (0.20 mol) of diallylamine, 21.3 g (0.20 mol) of sodium carbonate, 150 mL of hexamethylphosphoramide (HMPA), 0.20 g of hydroquinone, and 4 drops of tricaprylmethylammonium chloride was heated under nitrogen with stirring at 110° C. for 113 hr. The reaction mixture was cooled and poured into 1.5 L of water, and the resulting solution was extracted with toluene (4×300 mL). The combined extracts were washed with water (3×250 mL), dried (MgSO4), and the solvent was removed at reduced pressure. The brown residue was fractionally distilled in vacuo to provide 22.3 g (55%) of a pale yellow oil, bp 128°-142° C. (0.16 mm).

Provenance & Evidence