HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-Phenyl-1-propanone → 4-(1-(6-(3-(Methylamino)propyl)pyridin-3-yl)-2-phenylbut-1-enyl)phenol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-Phenyl-1-propanone | HCID 7148 | — |
| Reactant | tert-butyl methyl(3-(5-(4-(tetrahydro-2H-pyran-2-yloxy)benzoyl)pyridin-2-yl)propyl)carbamate | HCID 121266711 | — |
| Product | 4-(1-(6-(3-(Methylamino)propyl)pyridin-3-yl)-2-phenylbut-1-enyl)phenol | HCID 78135559 | 20% |
Reaction Steps
Following general procedure of McMurry reaction as described in example 1, step B, tert-butyl methyl(3-(5-(4-(tetrahydro-2H-pyran-2-yloxy)benzoyl)pyridin-2-yl)propyl)carbamate (100 mg, 0.22 mmol) was reacted with propiophenone (88 mg, 0.66 mmol) to give 16 mg desired product (20% yield, Z/E=1/1). m/z=373[M+1]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09309211B2 |
| Source dataset | uspto-grants-2016_04 |
| ORD ID | ord-6cec653e6ed14eafa32ca0fc4d7b4b05 |
| Source note | uspto-grants-2016_04 |