2-butyloctanoyl chloride

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: 500 μl (2.5 mmol) of dicyclohexylamine are added to 500 mg (2.5 mmol) of 2-butyloctanoic acid placed in 5 ml of dichloromethane, and the solution is stirred at room temperature for minutes. 200 μl (2.5 mmol) of thionyl chloride are then added and this mixture is stirred at room temperature for 2 hours. The reaction is diluted with ethyl ether. The precipitate is filtered off and rinsed with ethyl ether. Concentration of the filtrate gives the 2-butyloctanoyl chloride. this mixture is stirred at room temperature for 2 hours The precipitate is filtered off rinsed with ethyl ether

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: 500 μl (2.5 mmol) of dicyclohexylamine are added to 500 mg (2.5 mmol) of 2-butyloctanoic acid placed in 5 ml of dichloromethane, and the solution is stirred at room temperature for minutes. 200 μl (2.5 mmol) of thionyl chloride are then added and this mixture is stirred at room temperature for 2 hours. The reaction is diluted with ethyl ether. The precipitate is filtered off and rinsed with ethyl ether. Concentration of the filtrate gives the 2-butyloctanoyl chloride. this mixture is stirred at room temperature for 2 hours The precipitate is filtered off rinsed with ethyl ether

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: 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. the tetrahydrofuran was removed by rotary evaporation The crude residue was then dissolved in 200 mL of diethyl ether 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 filtered before removing the diethyl ether by rotary evaporation

Conditions: temp:0.00; pressure:0.00; stir:; See reaction.notes.procedure_details.

Procedure: 500 μl (2.5 mmol) of dicyclohexylamine are added to 500 mg (2.5 mmol) of 2-butyloctanoic acid placed in 5 ml of dichloromethane, and the solution is stirred at room temperature for minutes. 200 μl (2.5 mmol) of thionyl chloride are then added and this mixture is stirred at room temperature for 2 hours. The reaction is diluted with ethyl ether. The precipitate is filtered off and rinsed with ethyl ether. Concentration of the filtrate gives the 2-butyloctanoyl chloride. this mixture is stirred at room temperature for 2 hours The precipitate is filtered off rinsed with ethyl ether