反应详情

A 500-mL Parr reactor bottle was purged with nitrogen and charged with 10% palladium on carbon (50% wet, 2.0 g dry weight), 107c (4.5 g, 18 mmol), 12% hydrochloric acid (9.2 mL, 37 mmol), ethyl acetate (80 mL) and ethanol (52 mL). The bottle was attached to a Parr hydrogenator, evacuated, charged with hydrogen gas to a pressure of 50 psi and shaken for 6 h. After this time, the hydrogen was evacuated, and nitrogen was charged into the bottle. CELITE® 521 (10.0 g) was added, and the mixture was filtered through a pad of CELITE® 521. The filter cake was washed with ethanol (2×50 mL), and the combined filtrates were concentrated to dryness under reduced pressure. The crude residue ethyl 1-(2-aminoethyl)-5,5-dimethyl-1,4,5,6-tetrahydrocyclopenta[b]pyrrole-2-carboxylate hydrochloride 107d was carried onto the next step without further purification.

1. customA 500-mL Parr reactor bottle was purged with nitrogen
2. customevacuated
3. additioncharged with hydrogen gas to a pressure of 50 psi
4. customAfter this time, the hydrogen was evacuated
5. additionnitrogen was charged into the bottle
6. additionwas added
7. filtrationthe mixture was filtered through a pad of CELITE® 521
8. washThe filter cake was washed with ethanol (2×50 mL)
9. concentrationthe combined filtrates were concentrated to dryness under reduced pressure
10. customThe crude residue ethyl 1-(2-aminoethyl)-5,5-dimethyl-1,4,5,6-tetrahydrocyclopenta[b]pyrrole-2-carboxylate hydrochloride 107d was carried onto the next step without further purification