反应详情

Diethyl succinate (16.26 ml, 98.1 mmol) was added to dimethyl 4-fluoro-1,2-benzenedicarboxylate (10.4 g, 49.1 mmol) and LHMDS (1M in THF, 196 ml, 196 mmol) in THF (150 ml) at 10° C. (internal) over 30 minutes. Allowed to warm to room temperature slowly. After 20 hours, 2M HCl (˜500 ml) was added to acidify to pH 5. The mixture was extracted with EtOAc, then the organics washed with water, brine, dried over magnesium sulphate and concentrated in vacuo to give a brown oil. This was purified by chromatography on silica gel eluting with EtOAc/hexane (2:98) to yield the title compound as a yellow solid (4.58 g, 14.2 mmol).

1. extractionThe mixture was extracted with EtOAc
2. washthe organics washed with water, brine
3. dry with materialdried over magnesium sulphate
4. concentrationconcentrated in vacuo
5. customto give a brown oil
6. customThis was purified by chromatography on silica gel eluting with EtOAc/hexane (2:98)