Sodium Hydroxide → HCID 19004359, compound

Participants

Reaction Steps

A solution of 4-[3-[[(2-naphthalenyl)carbonyl]amino]-1-propynyl]-alpha-oxobenzeneacetic acid methyl ester (0.225 g) in tetrahydrofuran (2 mL) and methanol (1 mL) was treated with 1N sodium hydroxide (1 mL). After five minutes, the reaction mixture was concentrated and the resulting white suspension partitioned between dichloromethane (10 mL) and 1N hydrochloric acid (2 mL). The aqueous layer was diluted with saturated sodium chloride and was extracted with tetrahydrofuran (2×10 mL). The combined extracts were dried (MgSO4) and concentrated to give 0.2 g of a white solid, mp 153°-155° C. Crystallization from dichloromethane-ethyl acetate-hexane gave 0.15 g of 4-[[(2-naphthalenyl)carbonyl]amino]-1-propynyl]-alpha-oxobenzeneacetic acid, mp 156-°158° C.

Provenance & Evidence