HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 3-Amino-2,2-difluoropentanoic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Ethyl 3-(dibenzylamino)-2,2-difluoropropanoate | HCID 11256065 | — |
| Catalyst | Palladium hydroxide | HCID 9942167 | — |
| Product | 3-Amino-2,2-difluoropentanoic acid | HCID 86613047 | 100% |
Reaction Steps
To a solution of ethyl 3-(dibenzylamino)-2,2-difluoropropanoate (517 mg, 1.55 mmol) in EtOH (1 mL) was added 0.5 N HCl (1 mL) and Pd(OH)2/C (20%, 50 mg). The reaction mixture was stirred at room temperature under H2 atmosphere for 3 days. The reaction mixture was filtered and the solid was rinsed with water and ether. The aqueous layer was separated from the ether layer and lyophilized to yield ethyl 3-amino-2,2-difluoropropanoic acid as a white solid (210 mg, 100% yield). 1H NMR (400 MHz, DMSO) ppm 3.27-3.46 (m, 2H), 8.06-8.64 (m, 3H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08304403B2 |
| Source dataset | uspto-grants-2012_11 |
| ORD ID | ord-678f05a9d45f4d52a43ceee298438523 |
| Source note | uspto-grants-2012_11 |