HuagongsheHuagongshe Chemistry Print Report · For research reference only
Lithium diisopropylamide → 4-[2-{1-(Triphenylmethyl)-4-imidazolyl}ethenyl]-1-phenylpiperidine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Lithium diisopropylamide | HCID 2724682 | — |
| Reactant | diethyl ((1-(triphenylmethyl)-1H-imidazol-4-yl)methyl)phosphonate | HCID 2763175 | — |
| Reactant | 1-Phenylpiperidine-4-carbaldehyde | HCID 13842992 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 4-[2-{1-(Triphenylmethyl)-4-imidazolyl}ethenyl]-1-phenylpiperidine | HCID 70243200 | — |
Reaction Conditions
| Temperature | -78 °C |
|---|
Reaction Steps
The product from Step D is dissolved in THF and cooled to −78° C. under nitrogen. A solution of LDA in THF is added dropwise. The reaction was stirred at −78° C. for 1 h, then a solution of 4-formyl-1-phenylpiperidine from Step A is added, and the reaction warmed to room temperature overnight. The reaction is quenched with ammonium chloride solution, and extracted with ethyl acetate. The title compound is obtained after chromatography on silica gel.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06248756B1 |
| Source dataset | uspto-grants-2001_06 |
| ORD ID | ord-a7c670ef23594b0cb0b70aa2534de37c |
| Source note | uspto-grants-2001_06 |