反应详情

A solution of 4,4-Dimethyl-2-oxo-cyclopentanecarboxylic acid methyl ester (2.08 g, 12.21 mmol) and 5-Chloro-2-fluoro-benzamidine (2.32 g, 13.44 mmol) in 100% ethanol (40 mL) was heated to reflux overnight, then cooled and evaporated. The residue was dissolved in 1N (aq.) NaOH (50 mL) and washed with methylene chloride (2×50 mL). The aqueous layer was then acidified with glacial acetic acid to pH4 and extracted with methylene chloride (2×100 mL). The organic extracts were dried (brine and MgSO4) and evaporated to give crude product, purified by chromatography (CH2Cl2, 0-10% MeOH) to give the desired product as a cream solid (2.10 g, 59% yield).

1. temperatureto reflux overnight
2. temperaturecooled
3. customevaporated
4. dissolutionThe residue was dissolved in 1N (aq.) NaOH (50 mL)
5. washwashed with methylene chloride (2×50 mL)
6. extractionextracted with methylene chloride (2×100 mL)
7. dry with materialThe organic extracts were dried (brine and MgSO4)
8. customevaporated
9. customto give crude product
10. custompurified by chromatography (CH2Cl2, 0-10% MeOH)