Sodium Hydroxide → HCID 58183705, compound

Participants

Reaction Steps

To a suspension, cooled to 0° C., of 0.88 g (22.4 mmol) of 97% lithium aluminum hydride in 30 ml of tetrahydrofuran (THF) was added dropwise, under argon, a solution of 8.00 g (19.6 mmol) of N-methoxycarbonylmethyl-3,6-di-n-hexylcarbazole in 30 ml of THF within 15 min, in the course of which the temperature was kept at 0-5° C. The reaction mixture was allowed to warm to room temperature and stirred for a further 30 min. After the dropwise addition of 20 ml water/THF, the solution was stirred at room temperature for 15 min and then admixed with 2 ml of 10% NaOH, which precipitated a solid which was filtered off. The filtrate was admixed with 200 ml of diethyl ether/water (1:1). The aqueous phase was removed and extracted by shaking twice with 100 ml each time of diethyl ether. The combined organic phases were twice washed to neutrality with 100 ml of water each time and with 100 ml of saturated sodium chloride solution, dried over sodium sulfate and concentrated to dryness. 7.5 g (100% of theory) of colorless solid were obtained.

Provenance & Evidence