反应详情

The compound was prepared by a modification of the method of Ramalingam et al Tetrahedron, 51, 2875-2894 (1995)]. Thus, sodium (1.20 g) was dissolved in absolute ethanol (25 mL) under argon. Diethyl malonate (14.00 g) was added and the mixture was refluxed for 30 min. Benzyl bromoethyl ether (10 g) was added and the mixture was stirred at reflux for 16 hours. The ethanol was removed by rotary evaporation and the residue was partitioned between ether (100 mL) and water (50 mL). The ethereal layer was washed with water (3×50 mL) and dried over sodium sulfate. The ether was removed by rotary evaporation and the residue was distilled in vacuoo. The fraction distilling at 40-55° C. was discarded (unreacted diethyl malonate). The product distilled at 140-150° C. (1 mm), [lit. bp 138-140 C (1 mm)]. The yield was 12.60 g of colourless oil.

1. customThe compound was prepared by a modification of the method of Ramalingam et al Tetrahedron, 51, 2875-2894 (1995)]
2. temperaturethe mixture was refluxed for 30 min
3. temperatureat reflux for 16 hours
4. customThe ethanol was removed by rotary evaporation
5. customthe residue was partitioned between ether (100 mL) and water (50 mL)
6. washThe ethereal layer was washed with water (3×50 mL)
7. dry with materialdried over sodium sulfate
8. customThe ether was removed by rotary evaporation
9. distillationthe residue was distilled in vacuoo
10. distillationThe fraction distilling at 40-55° C.
11. distillationThe product distilled at 140-150° C. (1 mm), [lit. bp 138-140 C (1 mm)]