Ethyl Acetate → HCID 43518346, compound

Participants

Reaction Conditions

Reaction Steps

A solution of compound 27 (11.8 g, 36.36 mmol) in THF (200 mL) was combined with a solution of sodium hydrosulfite (37.98 g, 218.16 mmol) in water (50 mL). The combined solution was stirred vigorously overnight at 45° C. The reaction was monitored by TLC (25% EtOAc in hexanes), and was complete after 16 hrs as indicated by absence of the starting material. The reaction was removed from heat and THF was evaporated. Aqueous solution was filtered to yield a white solid. The solid was washed with water and dried in a vacuum oven overnight to yield compound 28 (9.077 g, 97% HPLC purity, 84.6% yield). 1H NMR (500 MHz, DMSO-d6): δ 7.55 (d, J=8 Hz, 1H), 7.48 (d, J=8 Hz, 1H), 7.28 (dd, J1=2 Hz, J2=7 Hz, 1H), 7.19 (d, J=2 Hz, 1H), 6.99 (dd, J1=2 Hz, J2=8 Hz, 1H), 6.50 (d, J=2 Hz, 1H), 6.04 (s, 2H).

Provenance & Evidence