Bromide ion → HCID 22460221, compound

Participants

Reaction Steps

43.15 g (270 mmols) of bromine was added dropwise to a solution of 39.60 g (990 mmols) NaOH in 194 ml of water over a period of 30 minutes at 0-5° C., and stirred for a further hour at this temperature. 20.91 g (90 mmols) of 4-(3-acetyl-4-hydroxyphenyl)-cyclohexanone was dissolved at 70° C. in 100 ml of dioxane, allowed to cool to room temperature, and the emulsion formed was then added to alkali bromide solution. The reaction mixture was stirred for 3 hours at 40° C., and then over night at room temperature. 52 ml 37% HCl was added dropwise with slight cooling and the mixture was stirred for a further hour at room temperature. The precipitate was filtered off and washed with water. Recrystallisation from acetic ester gave 2-hydroxy-5-(4-oxocyclohexyl)benzoic acid.

Provenance & Evidence