Ethanol → HCID 20348542, compound

Participants

Reaction Steps

To a solution of hexamethylenetetramine (31.2 g; 0.22 mole) in ethanol (90 ml) and water (60 ml) under a nitrogen atmosphere a mixture of α-bromo-p-difluoromethylthiotoluene and α,α-dibromo-p-difluoromethylthiotoluene (31.3 g; 27:73 mixture of Example 8) is added. The reaction mixture is heated at reflux for 2 hours then stirred at room temperature for 16 hours. It is then diluted with water (500 ml) and extracted 3X with ether. The ether layer is washed with water, saturated salt solution and dried over magnesium sulfate. The ethereal solution is concentrated to afford 15.0 g (80%) of the title product, a yellow oil; 90% real by NMR.

Provenance & Evidence