Sodium Hydroxide → HCID 15082726, compound

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Reaction Steps

To a suspension of 5,10-dihydroindeno[1,2-b]indole 9.16 g, 93 mmol in glacial acetic acid (300 cm3) was added portionwise over half an hour, sodium cyanoborohydride (24 g, 400 mmol). The mixture was stirred for 3 hours, until all the material had dissolved. The solution was poured into ice water (500 cm3) and stirred for 1 hour to break down the borohydride complex. The clear solution was carefully neutralised with sodium hydroxide causing a white precipitate to form. This was filtered and washed with water until the washings were free from cyanide ion. Drying yielded the title compound as a white solid. Yield: 19 g, (98%). M.p. 107° C. 1H NMR (CDCl3) δ: 3.20 (1H, dd,), 3.51 (1H, dd), 3.99 1H, br,) 4.18 (1H, ddd,), 5.25 (1H, d), 6.60 (1H, d,), 6.74 (1H, dd,), 6.99 (1H, dd,), 7.15-7.22 (4H, m,), 7.32 (1H, d,),

Provenance & Evidence