HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → 4-Benzoyl-2(S)-trifluoroacetamidobutyric acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | N-[(3S)-2,6-dioxooxan-3-yl]-2,2,2-trifluoroacetamide | HCID 2779007 | — |
| Reactant | Aluminum(III) Chloride | HCID 6451240 | — |
| Solvent | Benzene | HCID 241 | — |
| Product | 4-Benzoyl-2(S)-trifluoroacetamidobutyric acid | HCID 14390810 | — |
Reaction Steps
Heat at reflux for 3 hours a mixture of N-trifluoroacetyl-L-glutamic anhydride (18.0 g, 80 mmol) and AlCl3 (23.5 g, 177 mmol) in dry benzene (400 ml). Allow to cool, treat with ice (400 ml), conc. HCl (100 ml), and ethyl acetate (EtOAc) (400 ml). Dry the organic layer and concentrate to obtain the title compound as a brown crystalline solid (25 g).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US05262436 |
| Source dataset | uspto-grants-1993_11 |
| ORD ID | ord-46bd8a2309e340c792f0e0c9cc52a5c5 |
| Source note | uspto-grants-1993_11 |