Sodium Hydroxide → HCID 21480750, compound

Participants

Reaction Steps

To a solution of N-(2-(naphth-2-yloxy)-4-nitrophenyl)-N,N-bis(trifluoromethanesulfonyl)amine (o.428 g, 0.79 mmol) in THF (10 mL) was added excess aqueous sodium hydroxide (2 mL, 10% aqueous NaOH). The resulting solution was stirred for 10 minutes at ambient temperature and quenched by adding excess 10% aqueous HCl. The two phased solution was partitioned between ethyl acetate and water. The organic layer was washed (2x, brine) dried (Na2 SO4), filtered and concentrated in vacuo. Recrystallization from ether/hexanes afforded the title compound. mp 117-120° C.; 1HNMR (300 MHz, CDCl3) δ 7.21(dd; J=9.3 Hz; 1H), 7.53 (d; J=2.5 Hz; 1H), 7.56-7.59 (m; 2H), 7.64 (d; J=2.5 Hz; 1H), 7.83 (d; J=9 Hz; 1H), 7.86-8.03 (m=3H); Anal. Calcd for C17H11N2O5 F3S: C, 49.52; H, 2.69; N, 6.79. Found: C, 49.52; H, 2.69; N, 6.75.

Provenance & Evidence