Hydrochloric Acid → HCID 54142236, compound

Participants

Reaction Steps

A solution of thien-2-ylglyoxylic acid (6.2g.) and sodium bicarbonate (3.36g.) in water (100 ml.) was added dropwise to a stirred solution of t-butoxyamine hydrochloride (5.65 g.) and sodium bicarbonate (3.78g.) in water (100 ml.) at 0°-5° and the mixture was stirred at room temperature for 18 hr. The mixture was acidified with 2N hydrochloric acid to pH 2.0 and extracted with ethyl acetate. The combined extracts were washed with water, dried and concentrated to give a solid (9.75 g.). Recrystallisation from petroleum (b.p. 60°-80°) gave the title compound (4.0 g., 44%), m.p. 106°-107°, λmax. (EtOH) 290 nm (ε11,600), τ (CDCl3) values include 2.46, 2.66, 2.98 (d doublets, thienyl protons), 8.60 (C(CH3)3).

Provenance & Evidence