Sodium Hydroxide → HCID 19004314, compound

Participants

Reaction Steps

A solution of 4-[3-[2-[(2,2-dimethyl-1-oxobutoxy)methyl]-6-methylphenyl]-2-propynyloxy]-alpha-oxobenzeneacetic acid methyl ester (1.25 g) in methanol (5 mL) was treated with 3N sodium hydroxide solution (1.25 mL) and the mixture was stirred for 5 minutes at room temperature. Most of the methanol was removed under reduced pressure, and the concentrate was partitioned between diethyl ether (25 mL,) and water (25 mL). The separated aqueous layer was acidified with 1N hydrochloric acid (5 mL) and extracted with diethyl ether (2×50 mL). The combined organic phases were washed with brine, dried (Na2SO4) and evaporated in vacuo to give 1.13 g of 4-[3-[2-[(2,2-dimethyl-1-oxobutoxy)methyl]-6-methylphenyl]-2-propynyloxy]-alphaoxobenzeneacetic acid as a colorless oil.

Provenance & Evidence