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温度

0 °C

Sodium (82 mg, 3.55 mmol) was added to EtOH absolute (9.8 mL) at 0° C. The mixture was stirred at 0° C. until the sodium was completely dissolved. Then (rac)-3-phenoxy-butan-2-one (530 mg, 3.23 mmol) was added dropwise. The mixture was stirred at 0° C. for 10 minutes. Then diethyl oxalate (0.44 mL, 3.23 mmol) was added. Then the mixture was stirred at room temperature for 16 hours and the solvent evaporated in vacuo. The residue was diluted with water, the mixture acidified with a 1M solution of HCl and extracted with DCM. The organic layer was separated, dried (Na2SO4), filtered and the solvents evaporated in vacuo. The crude product was purified by open column chromatography (silica; DCM 100%) to yield (rac)-2,4-dioxo-5-phenoxy-hexanoic acid ethyl ester (566 mg, 58% yield) as an orange oil.

1. dissolutionwas completely dissolved
2. stirringThen the mixture was stirred at room temperature for 16 hours
3. customthe solvent evaporated in vacuo
4. additionThe residue was diluted with water
5. extractionextracted with DCM
6. customThe organic layer was separated
7. dry with materialdried (Na2SO4)
8. filtrationfiltered
9. customthe solvents evaporated in vacuo
10. customThe crude product was purified by open column chromatography (silica; DCM 100%)