반응 #4893
ord-997cc09958b640a1bde80518045ba4ee
반응 방정식
반응 조건
후처리
- 1온도The reaction mixture was then heated to 100° C. for 18 hr
- 2기타The dimethylformamide was removed by rotary evaporation at 70° C.
- 3세척washed with 2×50 ml of 1N sodium hydroxide and 50 ml of water
- 4추출The organic phase was extracted with 2×50 ml of 1N hydrochloric acid
- 5세척The combined aqueous extracts were washed with 50 ml of methylene chloride
- 6추출extracted into 2×50 ml of methylene chloride
- 7건조The combined organic extracts were dried over sodium sulfate
- 8여과filtered
- 9농축concentrated by rotary evaporation
- 10기타The residual oil was crystallized from hexane
실험 절차
To a suspension of 0.44 g (60% in oil, 0.011 mole) of sodium hydride in 10 ml of dimethylformamide was added 1.55 g (0.01 mole) of 5-fluoro-2-hydroxybenzamide in 10 ml of dimethylformamide under nitrogen atmosphere at room temperature. The reaction mixture was heated to 60° C. and 1.80 g (0.01 mole) of 1-methyl-3-pyrrolidinol methane sulfonate (ester) was added. The reaction mixture was then heated to 100° C. for 18 hr. The dimethylformamide was removed by rotary evaporation at 70° C., 0.5 mm Hg. The residue was taken up in 200 ml of methylene chloride, washed with 2×50 ml of 1N sodium hydroxide and 50 ml of water. The organic phase was extracted with 2×50 ml of 1N hydrochloric acid. The combined aqueous extracts were washed with 50 ml of methylene chloride, made basic with concentrated sodium hydroxide and extracted into 2×50 ml of methylene chloride. The combined organic extracts were dried over sodium sulfate, filtered and concentrated by rotary evaporation. The residual oil was crystallized from hexane to give 1.0 g of off-white crystals. m.p. 90°-93° C.