HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triethylamine → 1-(3-{[4'-(2-Ethoxycarbonylethen-1-yl)biphenyl-4-yl]oxy}propyl)piperidine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Ethyl Acrylate | HCID 8821 | — |
| Reactant | Tri-o-tolylphosphine | HCID 80271 | — |
| Reactant | 1-{3-[(4'-Bromobiphenyl-4-yl)oxy]propyl}piperidine | HCID 23150313 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | 1-(3-{[4'-(2-Ethoxycarbonylethen-1-yl)biphenyl-4-yl]oxy}propyl)piperidine | HCID 68908313 | — |
Reaction Steps
A degazed solution of 1-{3-[(4′-bromobiphenyl-4-yl)oxy]propyl}piperidine (2.8 g), triethylamine (2.8 mL), tri(o-tolyl)phosphine (365 mg), palladium acetate (170 mg) and ethyl acrylate (2.9 mL) in acetonitrile (5 mL) is stirred at a temperature close to 60° C. for one hour, then at room temperature overnight and finally 6 h at a temperature close to 90° C. The solution is concentrated under reduced pressure, redissolved in dichloromethane, filtered and chromatographied over silica gel to give 1.3 g of 1-(3-{[4′-(2-ethoxycarbonylethen-1-yl)biphenyl-4-yl]oxy}propyl)piperidine.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08076329B2 |
| Source dataset | uspto-grants-2011_12 |
| ORD ID | ord-a5caf81d8889465cb3341f48ea648ec3 |
| Source note | uspto-grants-2011_12 |