HuagongsheHuagongshe Chemistry Print Report · For research reference only
HCID 13720638, compound → HCID 89485839, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | HCID 13720638 | HCID 13720638 | — |
| Reactant | HCID 77230831 | HCID 77230831 | — |
| Reactant | Butyllithium | HCID 178418339 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 89485839 | HCID 89485839 | — |
Reaction Conditions
| Temperature | -78 °C |
|---|
Reaction Steps
To a solution of 2-(1,3-dithian-2-yl)pyridine (2.86 g, 14.51 mmol) in THF (80 ml) was added n-butyllithium (6.77 ml, 2.5 M, 16.93 mmol) by syringe at −78° C. The mixture was stirred at −78° C. for 0.5 h, then tert-Butyl 5-formyl-2-phenylpiperidine-1-carboxylate (3.5 g, 12.10 mmol) in THF (15 ml) was added via syringe. The mixture was stirred at −78° C. for 1 h, then quenched with aqueous NH4Cl, and diluted with EtOAc. The organic layer was separated, washed with brine, dried over MgSO4, filtered and concentrated in vacuo. LC-MS m/e 487.03 [M+1]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09006268B2 |
| Source dataset | uspto-grants-2015_04 |
| ORD ID | ord-6715e882aa654bf684409b247de3942c |
| Source note | uspto-grants-2015_04 |