Hydrochloric Acid → HCID 19046976, compound

Participants

Reaction Conditions

Reaction Steps

The solution of a Grignard compound is prepared from 2.4 g (99.0 mmol) of magnesium and 30 g (89.6 mmol) of 2-bromo-6-octyloxynaphthalene in 250 ml of tetrahydrofuran at 55° C. over a period of 3hours and then added dropwise to a solution of 41.36 ml (179.2 mmol) of triisopropyl borate in 100 ml of tetrahydrofuran cooled to -78° C., and the mixture is stirred overnight. 130 ml of 10% hydrochloric acid are then added dropwise, and the resulting mixture is stirred at room temperature for 1 hour and then distributed between sodium chloride solution and ether, the organic phase is washed with sodium chloride solution, dried over sodium sulfate, concentrated, and the residue recrystallized from hexane, giving 14.5 g of 6-octyloxynaphthalene-2-boronic acid. ##STR65##

Provenance & Evidence