Ethyl 2-oxocyclopentanecarboxylate → HCID 136203297, compound

A 250-mL round bottomed flask was charged with cyclopentanecarboximidamide hydrochloride (5.38 g, 36.2 mmol), ethyl 2-oxocyclopentanecarboxylate (5.14 g, 38.7 mmol), and ethanol (100 mL). To the stirred mixture at rt was added sodium methoxide (3.91 g, 72.4 mmol). The resulting mixture was stirred under reflux for 22 h. After cooling to room temperature, the mixture was evaporated under reduced pressure to 25 mL. The residual slurry was cautiously treated with 2N HCl (50 mL). The solution was extracted with ethyl acetate (4×50 mL). The combined extract was washed with saturated sodium chloride (2×25 mL), dried over sodium sulfate, filtered, and concentrated under reduced pressure to afford the title compound which was carried forward into the next step without further purification.

1. temperatureunder reflux for 22 h
2. customthe mixture was evaporated under reduced pressure to 25 mL
3. additionThe residual slurry was cautiously treated with 2N HCl (50 mL)
4. extractionThe solution was extracted with ethyl acetate (4×50 mL)
5. extractionThe combined extract
6. washwas washed with saturated sodium chloride (2×25 mL)
7. dry with materialdried over sodium sulfate
8. filtrationfiltered
9. concentrationconcentrated under reduced pressure

ORD record

ord-990ed41c409748f09eca8cb1d44d34d6

Source dataset

uspto-grants-2015_12

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09221843B2