HuagongsheHuagongshe Chemistry Print Report · For research reference only
1-Phenyl-1-propanone → 4-(1-(3-Fluoro-4-(3-(pyrrolidin-1-yl)prop-1-ynyl)phenyl)-2-phenylbut-1-enyl)phenol
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 1-Phenyl-1-propanone | HCID 7148 | — |
| Reactant | (3-fluoro-4-(3-(pyrrolidin-1-yl)prop-1-ynyl)phenyl)(4-(tetrahydro-2H-pyran-2-yloxy)phenyl)methanone | HCID 89672877 | — |
| Product | 4-(1-(3-Fluoro-4-(3-(pyrrolidin-1-yl)prop-1-ynyl)phenyl)-2-phenylbut-1-enyl)phenol | HCID 78135727 | 35,868% |
Reaction Steps
Following general procedure of McMurry reaction as described in example 1, step B, (3-fluoro-4-(3-(pyrrolidin-1-yl)prop-1-ynyl)phenyl)(4-(tetrahydro-2H-pyran-2-yloxy)phenyl)methanone (155 mg, 0.38 mmol) was reacted with propiophenone (152 mg, 1.13 mmol) to give 58 g desired product (36% yield, Z/E=1/1). m/z=426[M+1]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09309211B2 |
| Source dataset | uspto-grants-2016_04 |
| ORD ID | ord-14026de24d8c464f86e5181df09f34ff |
| Source note | uspto-grants-2016_04 |