반응 #481884
ord-31642637ea1c4fb78ce594543e904eae
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시약
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후처리
- 1온도After cooling to about 20° C.
- 2기타The organic phase was separated
- 3세척washed 5 times with 100 cm3 of water
- 4건조with 100 cm3 of a saturated aqueous sodium chloride solution, dried over magnesium sulfate
- 5여과filtered
- 6농축concentrated under reduced pressure (5 kPa) at a temperature in the region of 40° C
- 7기타The evaporation residue obtained
- 8기타was purified by chromatography, under a nitrogen pressure of 50 kPa
- 9세척on a column of silica gel (particle size 20-45 μ; diameter 2 cm; height 40 cm), eluting with a cyclohexane-ethyl acetate (68/32 by volume) mixture
- 10기타15-cm3 fractions were collected
- 11농축Fractions 15 to 21 were concentrated
실험 절차
A suspension composed of 0.95 g of methyl (3RS,4RS) and (3SR,4RS)-4-[3-(3-fluoro-6-methoxy-quinolin-4-yl)propyl]piperidine-3-acetate, 0.7 g of potassium carbonate, 0.68 g of 2-(2-bromoethylthio)-thiophene in 40 cm3 of dimethylformamide was stirred for 16 hours at a temperature in the region of 60° C. under an inert atmosphere. After cooling to about 20° C., the reaction mixture was poured over 200 cm3 of water and 200 cm3 of ethyl acetate. The organic phase was separated after settling out and then washed 5 times with 100 cm3 of water and then with 100 cm3 of a saturated aqueous sodium chloride solution, dried over magnesium sulfate, filtered, and then concentrated under reduced pressure (5 kPa) at a temperature in the region of 40° C. The evaporation residue obtained was purified by chromatography, under a nitrogen pressure of 50 kPa, on a column of silica gel (particle size 20-45 μ; diameter 2 cm; height 40 cm), eluting with a cyclohexane-ethyl acetate (68/32 by volume) mixture. 15-cm3 fractions were collected. Fractions 15 to 21 were concentrated. 480 mg of methyl (3RS,4RS)-4-[3-(3-fluoro-6-methoxyquinolin-4-yl)propyl]-1-[2-(thien-2-yl)thioethyl]piperidine-3-acetate were obtained in the form of an orange-colored oil.