HuagongsheHuagongshe Chemistry Print Report · For research reference only
Sodium Bicarbonate → 1-Benzyl-3,3-difluoropiperidine-4,4-diol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Sodium Bicarbonate | HCID 516892 | — |
| Reactant | Ethyl 1-benzyl-5,5-difluoro-4-oxopiperidine-3-carboxylate | HCID 49761228 | — |
| Solvent | Hydrochloric Acid | HCID 313 | — |
| Product | 1-Benzyl-3,3-difluoropiperidine-4,4-diol | HCID 57415866 | — |
Reaction Steps
Ethyl 1-benzyl-5,5-difluoro-4-oxopiperidine-3-carboxylate (6.00 g, 20.2 mmol; prepared as described in WO 2005/040120, p. 30) was dissolved in 3N HCl (60 mL) and heated to reflux for 16 hours. The reaction was cooled, adjusted to pH 8 with solid NaHCO3, then extracted three times with ethyl acetate. The combined organics were washed with saturated NaCl, dried over Na2SO4 and concentrated in vacuo to a white solid (5.1 g). MS APCI (+) m/z 244.0 (M+1) detected.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08987251B2 |
| Source dataset | uspto-grants-2015_03 |
| ORD ID | ord-665b3fae5e7b4ef69987b0e5559e65bd |
| Source note | uspto-grants-2015_03 |