Hydrochloric Acid → 4-Aminocyclopent-2-ene-1-carboxylic acid

To 4.58 g (42 mmol) of (±)-2-azabicyclo[2.2.1]hept-5-en-3-one, 190 ml of 1N hydrochloric acid was added, and the mixture was refluxed for 2 hours with heating. The solvent was evaporated, and the resulting white crystals were washed with 30 ml of acetone, followed by drying to give 6.59 g of crude crystals of the subject (+)ACP acid. This crude crystals were dissolved in ethanol (20 ml) with heating, and thereafter ethyl acetate (85 ml) was added to the resulting solution, followed by cooling to room temperature. The crystals thus deposited were filtrated to give 4.26 g (25.7 mmol; yield: 61.2%) of the subject (+)ACP acid (melting point: 169-172° C.).

1. temperaturethe mixture was refluxed for 2 hours
2. temperaturewith heating
3. customThe solvent was evaporated
4. washthe resulting white crystals were washed with 30 ml of acetone
5. customby drying
6. customto give 6.59 g of crude crystals of the subject (+)ACP acid
7. temperaturewith heating
8. filtrationThe crystals thus deposited were filtrated

ORD record

ord-496560b51f204c7ea0807dbfdbb64643

Source dataset

uspto-grants-1994_12

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05371282