反应详情

温度

90 °C

Under a nitrogen atmosphere, 8-heptyloxy-octanal (178.0 mg, 0.734 mmol) obtained in Step D-2 was dissolved in toluene (3.56 mL), and triethylamine (184 μL, 1.32 mmol) and a solution of malonic acid (137.6 mg, 1.32 mmol) in DMF (0.178 mL) were added in order at 75° C. The mixture was stirred at 90° C. for 16 hours. After cooling to room temperature, an aqueous solution (2.6 mL) of 30% sodium dihydrogen phosphate and ethyl acetate (5.2 mL) were added, and the mixture was stirred at room temperature for 5 minutes. After extraction, the organic layer was washed with water. The aqueous layer was washed with ethyl acetate. The combined organic layer was then washed again with water and a saturated brine, dried over anhydrous sodium sulfate, and then filtered. The solvent was distilled off to obtain 209.7 mg (quant.) of (E)-10-heptyloxy-dec-3-enoic acid (ESI (LC/MS positive mode) m/z 285 (M+H); Rt 2.23 min.)

1. temperatureAfter cooling to room temperature
2. stirringthe mixture was stirred at room temperature for 5 minutes
3. extractionAfter extraction
4. washthe organic layer was washed with water
5. washThe aqueous layer was washed with ethyl acetate
6. washThe combined organic layer was then washed again with water
7. dry with materiala saturated brine, dried over anhydrous sodium sulfate
8. filtrationfiltered
9. distillationThe solvent was distilled off