Water → HCID 131732995, compound

Participants

Reaction Steps

A solution of 2-butyloctanoyl chloride from Step 1 in dry tetrahydrofuran (50 mL) was slowly added dropwise to another solution of dimethyl 5-aminoisophthalate (Aldrich Chemical Co., 11.08 g, 53.0 mmol) and triethyl amine (11.0 mL, 78.9 mmol) in tetrahydrofuran (250 mL) under an inert atmosphere at 0° C. The mixture was then allowed to warm slowly to room temperature and was stirred overnight. Deionized water (10 mL) was added and the tetrahydrofuran was removed by rotary evaporation. The crude residue was then dissolved in 200 mL of diethyl ether, and was washed successively with saturated sodium bicarbonate (60 mL), deionized water (60 mL), and brine (60 mL). The organic phase was then dried over sodium sulfate and filtered before removing the diethyl ether by rotary evaporation. Crude dimethyl 5-(2-butyloctanamido)isophthalic acid (21.71 g) was obtained as an amber oil after drying in vacuo.

Provenance & Evidence