HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methanol → HCID 178453905, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | 4-(4-Fluorophenoxy)piperidine | HCID 3734896 | — |
| Reactant | Sodium triacetoxyborohydride | HCID 5049666 | — |
| Reactant | HCID 178453924 | HCID 178453924 | — |
| Solvent | 1,2-Dichloroethane | HCID 11 | — |
| Product | HCID 178453905 | HCID 178453905 | 93.8% |
Reaction Steps
A mixture of 4-(4-fluorophenoxy)piperidine (0.150 g, 0.485 mmol), trans-[4-(2-oxo-ethyl)-cyclohexyl]-carbamic acid tert-butyl ester (0.117 g, 0.48 mmol), in 1, 2 dichloroethane (3 mL) and methanol (0.500 mL) was stirred for 4 hours at room temperature. Sodium triacetoxyborohydride (0.175 g, 0.829 mmol) was added and the resulting solution was stirred for 12 hours until the TLC indicated completion of the reaction. The mixture was filtrated and concentrated to dryness and purified with column chromatography on silica gel using CH2Cl2-CH2Cl2/CH3OH (1-9:1). The product fractions were concentrated to give 0.176 g (0.45 mmol, 92.5% yield) of a light yellow solid. MS (m/e): 393.4 (M+H+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07795437B2 |
| Source dataset | uspto-grants-2010_09 |
| ORD ID | ord-7ce1a7bf9f724a53a9d4185deaf370c6 |
| Source note | uspto-grants-2010_09 |