HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-Phenyl-1-propanone → 4-(2-Phenyl-1-(6-(3-(pyrrolidin-1-yl)propyl)pyridin-3-yl)but-1-enyl)phenol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-Phenyl-1-propanone | HCID 7148 | — |
| Reactant | (6-(3-(pyrrolidin-1-yl)propyl)pyridin-3-yl)(4-(tetrahydro-2H-pyran-2-yl-oxy)phenyl)methanone | HCID 89672867 | — |
| Product | 4-(2-Phenyl-1-(6-(3-(pyrrolidin-1-yl)propyl)pyridin-3-yl)but-1-enyl)phenol | HCID 89657274 | 18% |
Reaction Steps
Following the general procedure of McMurry reaction as described in example 1, step B, (6-(3-(pyrrolidin-1-yl)propyl)pyridin-3-yl)(4-(tetrahydro-2H-pyran-2-yl-oxy)phenyl)methanone (1.0 g, 2.5 mmol) was reacted with propiophenone (1.0 g, 7.6 mmol) to give 186 mg desired product (17.8% yield, Z/E=3/1). m/z=413[M+1]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09309211B2 |
| Source dataset | uspto-grants-2016_04 |
| ORD ID | ord-f9f17e77952a4754b383ed18d4aa0469 |
| Source note | uspto-grants-2016_04 |