Hydrochloric Acid → HCID 66603169, compound

Participants

Reaction Conditions

Reaction Steps

To 21.9 g (94.9 mmol) of 4-bromo-2-isopropoxyphenol obtained in Reference Example 6-(a) were added 2.01 g (9.56 mmol) of tetraethylammonium bromide, 150 ml of 1,4-dioxane, 11.2 g (275 mmol) of sodium hydroxide and 10 ml of water, and the mixture was stirred at 80° C. Then, the mixture was stirred at the same temperature for 1 hour while blowing 40.4 g of chlorodifluoromethane therein. After completion of the reaction, water was added to the reaction mixture, a pH of the mixture was adjusted to 7 with conc. hydrochloric acid, and extracted with ethyl acetate. The organic layer after separation was washed with a saturated aqueous solution of sodium chloride, dried over anhydrous magnesium sulfate and then concentrated under reduced pressure. The obtained residue was applied to silica gel column chromatography (Eluent; hexane:ethyl acetate=100:1→25:1 (V/V)), and the obtained crude oil containing the desired compound was applied to distillation under reduced pressure (105 to 110° C./7 Pa) to obtain 8.27 g of the title compound as a colorless oil. (Yield: 31%)

Provenance & Evidence