HuagongsheHuagongshe Chemistry Print Report · For research reference only
(3S,4R)-1-benzyl-4-trifluoromethyl-piperidine-3,4-diol → (3S,4R)-4-trifluoromethyl-piperidine-3,4-diol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | (3S,4R)-1-benzyl-4-trifluoromethyl-piperidine-3,4-diol | HCID 69056096 | — |
| Reactant | HCID 178418361 | HCID 178418361 | — |
| Catalyst | Palladium | HCID 23938 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | (3S,4R)-4-trifluoromethyl-piperidine-3,4-diol | HCID 57845299 | — |
Reaction Steps
A mixture of 1.50 g (5.45 mmol) of (3S,4R)-1-benzyl-4-trifluoromethylpiperidin-3,4-diol and 170 mg of Pd/C (10%) in 17 mL of MeOH was hydrogenated at RT and 3 bar hydrogen pressure for 5 hours. The catalyst was filtered off and the filtrate was evaporated down in vacuo. Yield: 910 mg (90% of theoretical); C6H10F3NO2 (M=185.144); calc.: molpeak (M+H)+: 186; found: molpeak (M+H)+: 186; Rf value: 0.35 (silica gel, EtOAc/MeOH/conc. aqueous ammonia 7:3:0.3).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07592358B2 |
| Source dataset | uspto-grants-2009_09 |
| ORD ID | ord-90eac971f1af47f58df0a523783866df |
| Source note | uspto-grants-2009_09 |