HuagongsheHuagongshe Chemistry Print Report · For research reference only
Ethanol → 3-(2,3-Difluorophenyl)pyrrolidin-3-ol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Ethanol | HCID 702 | — |
| Reactant | Ammonium formate | HCID 2723923 | — |
| Reactant | 1-Benzyl-3-(2,3-difluorophenyl)pyrrolidin-3-ol | HCID 68515849 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Dcm mtbe | HCID 21918119 | — |
| Product | 3-(2,3-Difluorophenyl)pyrrolidin-3-ol | HCID 63988383 | 50.8% |
Reaction Steps
Preparation according to preparation 4: (+)-1-benzyl-3-(2,3-difluorophenyl)pyrrolidin-3-ol (2.86 g, 9.88 mmol), ammonium formiate (1.25 g, 19.76 mmol), ethanol (50 mL) and palladium on carbon (130 mg). Refluxed for 90 min. Dichloromethane/methyl tert-butyl ether (1:1, 50 mL) was added and the mixture was filtrated through celite, the filtrate was evaporated and purified by flash column chromatography on silica gel (triethylamine/methanol, 0:1 to 1:4) to give the title compound (1.0 g). MS m/z (relative intensity, 70 eV) 199 (M+, bp), 141 (84), 113 (65), 127 (64), 63 (48).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08188301B2 |
| Source dataset | uspto-grants-2012_05 |
| ORD ID | ord-7169aae4fac14af3b28fa46a137bafed |
| Source note | uspto-grants-2012_05 |