HuagongsheHuagongshe Chemistry Print Report · For research reference only
Dichloromethane → 4,4-Difluoro-L-proline methyl ester trifluoroacetate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Dichloromethane | HCID 6344 | — |
| Reactant | Trifluoroacetic acid | HCID 6422 | — |
| Reactant | Potassium Permanganate | HCID 516875 | — |
| Reactant | (R)-1-Tert-butyl 2-methyl 4,4-difluoropyrrolidine-1,2-dicarboxylate | HCID 57985010 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 4,4-Difluoro-L-proline methyl ester trifluoroacetate | HCID 66854975 | — |
Reaction Steps
A round-bottom flask was charged with (R)-1-tert-butyl 2-methyl 4,4-difluoropyrrolidine-1,2-dicarboxylate (675 mg, 2545 μmol), 10.2 mL DCM and trifluoroacetic acid (980 μl, 12724 μmol). The mixture was stirred at RT. After 6 h, TLC (50% hex/EtOAc, KMnO4 stain) indicated complete conversion. The mixture was concentrated, and the crude (5)-methyl-4,4-difluoropyrrolidine-2-carboxylate TFA salt was use as is.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08557816B2 |
| Source dataset | uspto-grants-2013_10 |
| ORD ID | ord-7da5102621bb429cbbeab98ab3b8e92f |
| Source note | uspto-grants-2013_10 |