HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium tert-butoxide → 1-(tert-Butoxycarbonyl)-5-[3-fluoro-4-(trifluoromethoxy)phenyl]piperidine-3-carboxylic acid
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium tert-butoxide | HCID 23665647 | — |
| Reactant | 1-tert-Butyl 3-methyl 5-[3-fluoro-4-(trifluoromethoxy)phenyl]piperidine-1,3-dicarboxylate | HCID 58116522 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | 1-(tert-Butoxycarbonyl)-5-[3-fluoro-4-(trifluoromethoxy)phenyl]piperidine-3-carboxylic acid | HCID 58116514 | — |
Reaction Steps
3.72 g (8.82 mmol) of 1-tert-butyl 3-methyl 5-[3-fluoro-4-(trifluoromethoxy)phenyl]piperidine-1,3-dicarboxylate were dissolved in 65 ml of methanol and admixed at RT with 9.90 g (88.2 mmol) of potassium tert-butoxide. After a reaction time of 19 hours, the mixture was concentrated under reduced pressure, taken up in 50 ml of water and adjusted to pH=5 with 1 N hydrochloric acid. The aqueous phase was extracted three times with 50 ml each time of ethyl acetate. The combined organic extracts were dried over sodium sulphate, filtered and concentrated under reduced pressure. Yield: 3.11 g (85% of theory)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08084469B2 |
| Source dataset | uspto-grants-2011_12 |
| ORD ID | ord-b17fbaf1723c49f3abfbe6e380f86e20 |
| Source note | uspto-grants-2011_12 |